201204270 六、發明說明： 【發明所屬之技術領域】 本發明係關於含有安定化之破脂酿絲胺酸之組成物' 磷脂醯絲胺酸之安定化劑及磷脂醯絲胺酸之戈*疋化方法。 【先前技術】 已知將賦形劑、抗氧化劑等混合的方式以達到安疋化 粉末卵磷脂（Lecithin)的目的。例如專利文獻1中揭示 藉由將卵磷脂與煅燒鈣混合使煅燒鈣覆於印填月曰之結BB粒 子，可使_磷脂在數個月間不會變成油脂狀’保持乾燥狀 態同時並能抑制其特有的臭味。 此外’利用磷脂醯絲胺酸作為營養補Μ ’雖以製造 為粉末狀態及流體狀態而流通，構脂ϋ絲胺酸不論是粉末 狀態及流體狀態與其他磷脂質相比非常容易分解，故谷易 產生著色、異臭等。磷脂醯絲胺酸的分解通常認為是因其 中含有之殘留酵素（磷脂酶等）而造成，或是因脫羧化、脂 質過氧化、脂肪酸的加水分解等而造成化學分解。 ，了抑制磷脂醯絲胺酸的分解，嘗試併用如維他命Ε 之抗氧化劑以除去鱗脂酶D之方法（專利文獻2)。卩 [先前技術文獻] [專利文獻] [專利文獻1]曰本特開平5-320180號公報 [專利文獻2]日本特表2〇〇7_5〇6733號公報 【發明内容】 (發明欲解決之課題） 323106 3 201204270 本發明以提供能抑制磷脂醯絲胺酸分解之含有磷脂醯 絲胺酸之組成物、磷脂醯絲胺酸之安定化劑及磷脂醯絲胺 酸之安定化方法為主要課題。 (解決課題之方法） 本發明者們為了解決上述課題反覆研究，雖然嘗試以 多種賦形劑、抗氧化劑等使磷脂醯絲胺酸安定化，但因磷 脂醯絲胺酸分解性強，故大部分的賦形劑都無法安定化之， 但發現由煅燒鈣、氧化鈣及磷酸三鈣所組成群組中所選出 之至少一種鈣化合物，可有效抑制磷脂醯絲胺酸的分解。 本發明即是以此發現為基礎而完成者，並提供以下含 有安定化之磷脂醯絲胺酸之組成物等 項1. 一種含有安定化之磷脂醯絲胺酸之組成物，其含 (a)磷脂醯絲胺酸及（b)由煅燒鈣、氧化鈣與磷酸三鈣: 成群組中選出之至少一種I弓化合物。 、、且 項2.如項1所記載之組成物，其（8)磷脂醯絲胺酸與 鈣化合物之含有比例以乾燥重量換算為（a) : (b)==i . 0. 0001 至 1〇。 * 項3·曰如項1或項2所記載之組成物，其（“磷脂醯綠 之含量對於組成物全量，以乾燥重量換算為〇丨 ^ %。 ·即重量 項4.如項1至項3之任一項所記載之組成物，其（匕）雀 合物之含量對於組成物全量，以乾燥重量換算 1化 重量 ％。 ' .1 至 8〇 項5.如項1至項4之任一項所記載之組成物其 、τ、、-且成 4 3231〇6 201204270 物為食品組成物、醫藥組成物或化妝品組成物。 項6. —種磷脂醯絲胺酸之安定化劑，其含 & 氧化鈣及磷酸三鈣所組成群組中選出之至小一段k鈣 物。 夕種句化合 項7. —種磷脂醯絲胺酸之安定方法，发 絲胺酸及⑹由煅燒詞、氧化物酸三二:(a)磷1 出之至少一種鈣化合物。 成蛘組中u 酸安定化劑所使用之句化^^^ 其為由版祕、氧化約及雜三觸組成群 少一種鈣化合物。 選出之主 項9. 一種磷脂醯絲胺酸之安定化所使用之鈣化合物，其 為由锻燒1¾、氧化麻雜三舞所組成群組°’少 一種鈣化合物。 义mi玉/ (發明的效果） 本發明之組成物因含有由煅制、氧化舞及麟酸三奶 :組成群組中選出之至少化合物，故可強力的抑制 %脂醯絲胺酸的分解。賴醯絲胺酸為食品成分且上述釣 化合物為食品添加劑或營養補充劑所使用之成分，故本發 明之組成物可安全的用於作為食品組成物及醫i组成物 本發明之組成物因可抑制磷賴絲祕的分解， ==長期保存者’復為可料夏季常溫保存及流通者。 I貫施方式】 以下更詳細說明本發明。 (1)含有安定化之磷脂醯絲胺之組成物 323106 5 201204270 本發明之組成物為含有安定化之磷脂醯絲胺之組成 物，其含有（a)磷脂醯絲胺酸及（b)由煅燒鈣、氧化鈣及碟 酸三辦所組成群組中選出之至少一種#5化合物。 (a) 磷脂醯絲胺酸 SIGMA公司、B0IM0L公司、日油股份公司等有販賣磷 脂醯絲胺酸。 此外，因如棕櫚油之植物來源之卵磷脂及市售卵磷脂 含有鱗脂醢膽驗（口11〇301^1：丨(171〇11〇1丨116)及鱗脂醯乙醇胺， 故這些卵磷脂藉由與絲胺酸及磷脂酶D(例如Nagase Chemtex公司製）作用而交換鹼，可得含有磷脂醯絲胺之甘 油鱗脂混合物。驗交換反應可以例如日本特開 2007-014270號公報所記載之方法進行。再者，可以各種 層析法將磷脂醯絲胺從這些混合物中單離。市售之卵磷脂 有SLP-WHITE、SLP-PI粉末（皆為辻製油公司製）等。 (b) 約化合物 煅燒鈣為含有大量鈣之物質，並以例如約500至1500 °C锻燒者。原料之含有鈣的物質可使用海膽殼、牡蠣或扇 貝等的貝殼、雞蛋殼、造礁珊瑚之殘骸、牛等動物之骨頭、 魚骨、乳清等。海膽殼、貝殼、蛋殼及造礁珊瑚所煅燒者 其主成分為氧化鈣。其中，較佳為海膽殼、貝殼、蛋殼及 造碟珊瑚所煅燒者，更佳為貝殼所煅燒者。 锻燒飼可由日本Shell Tech公司購入。 氧化i弓及填酸三辦可由Nacalai tesque公司等購入。 鈣化合物較佳為煅燒鈣、氧化鈣，更佳為烺燒鈣。 6 323106 201204270 成分比率 組中物中（a)磷脂醯絲胺酸及（b)鈣化合物之含有比 例，只要可得到磷脂醢絲胺之安定化作用即無特別限制， 較佳為乾燥重量換算為（a) : (b)=約1 : 0.0001以上，更 佳為約1 : 0. 0005以上，又更佳為約1 : 〇· 〇〇1以上。此外， 相對於（a)磷脂醯絲胺酸，（b)鈣化合物之含有比例，只要 可發揮磷脂醯絲胺酸安定化作用即無特別限制，可考慮用 途、目的、經濟性等而決定，通常可為約1 : 1000以下， 較佳為約1 : 10 0以下，更佳為約1 · 10以下。若在上述範 圍，可充分安定化磷脂醯絲胺酸，有利於抑制磷脂醯絲胺 酸吸濕、分解造成之褐變、異臭等。 此外，組成物中（a)磷脂醯絲胺酸及（b)鈣化合物之含 量，只要可發揮磷脂醯絲胺之安定化作用即無特別限制。 例如’期望發揮組成物中（a)磷脂醯絲胺酸之機能時’可混 合可發揮所求機能之必要量之（a )磷脂醯絲胺酸，並依此配 合量決定可確保安定化作用之（b)鈣化合物之配合量。因 此’要規定組成物中兩成分之含量時，可依組成物之用途、 性狀、目的決定。 ’、且成物中（a)鱗脂醯絲胺酸之含量以乾燥重量換算，相 且成物全I，較佳為約& Μ至⑽⑽重量％，更佳為 約 0.05 至 99. 9 # 旦 〇/ s „ 里％ ’又更佳為約0. 1至80重量％，復 更佳為約〇. 1至 絲胺酸之安定。4%。若在上述腳，可減磷脂酿 組成物中（b)鈣 化合物之含量以乾燥重量換算，相對於 7 323106 201204270 組成物全量，較佳為的n 馮約0. 01至99.99重量％，更佳為約 0.1至99.95重量％，又审/土从 里/〇又更佳為約〇. 1至8〇重量％，復# 佳為約0.1至50重孴— —Λ ^ 置％右在上述範圍，可保持磷脂醯絲 胺酸之安定。 製造法 本發明之組成物若為只有⑷磷脂醢絲胺酸及⑻每化 口物所構成時’可將兩者混合而製造之。此外，本發明之 、、且成物3有其他成分時，⑷如旨賴胺酸、⑸詞化合物 及其他成分m順序只要可得安定化仙即無特別限 制。較佳可以含混合（a)咖旨酿絲胺酸及⑹辦化合物得到 混σ物之步驟H合該混合物與其他成分兩步驟之製造法 製造之。 本發明物組成物之形狀並沒有特別限定，較佳為固體狀 或半固體狀，更佳為固體狀，特別佳為粉末狀。 用途 已知磷脂醯絲胺酸具有改善腦機能等各種的生理活 性。本發明之組成物可抑制磷脂醯絲胺酸的分解，維持生 生故叮適合作為食品組成物、醫藥組成物、化妝品 組成物。 食品組成物 上述說明之本發明之組成物可用於作為食品組成物。 此食品組成物可適合用於作為健康食品、營養補 (包括營養均衡食品、營養補充劑)。此外，適用於保健機: ^23106 8 201204270 食品（包括特定保健用食品（包括表示降低疾病風險、規格基 準型）、附有條件之特定保健用食品、營養機能食品）。 此食品組成物可與通常食品用之賦形劑或添加劑混 合’調製成錠劑、片劑、丸劑、顆粒劑、散劑、粉劑、膠 囊劑、水合劑、乳劑等劑型。其中以容易服用且味道佳的 觀點來看，較佳為錠劑、片劑、顆粒劑。 通常用於食品之賦形劑可舉出糖漿、阿拉伯膠、嚴糖、 乳糖、粉末還原麥芽糖、纖維素糖、甘露醇、麥芽糖醇、 聚葡萄糖、澱粉類、明膠、山梨糖醇、膠黃箸樹膠、聚乙 稀吼咯烧酮之類的黏合劑；蔗糖脂肪酸酯、甘油脂肪酸醋、 硬脂酸鎮、硬脂酸鉀、滑石、聚乙二醇之類的潤滑劑；馬 铃著殿粉之類的崩解劑；月桂基硫酸鈉之類的濕潤劑等。 添加劑可舉出香料、緩衝劑、增黏劑、著色劑 乳化劑、分散劑、懸浮化劑、防腐劑等。 作為如上述製劑化之食品組成物時，較佳為含上述含 有比例之（a)磷脂醯絲胺酸及（b)鈣化合物。此外入〇会 成物中⑷填脂醯絲胺酸之含量以乾燥重量換 成物全曰量，較佳為約(M至6〇重量％，更佳為約至且 50重量％，又更佳為約〇5至3〇重量 則在自射攝取量之食品中，即含有可得=^圍’ 醯絲胺酸。 至活性之磷月曰 食品組成物中（b)_化合物之含 對於組成物全量，較隹Μ n 乾_重量換算’相 1芏為約0·01至80重量％ 0.1至70重量％，又更%，更佳為約 若在上 尺佳為約0· 1至5〇重量 323106 9 201204270 醯 述範圍’可充分安定化醯絲 者亦可 絲胺酸吸濕、分解造叙褐變、異^有利於抑制填脂 “克力、禾威棒、果來、口香糖、軟糖、餘等)所含有 以此可更有対 食品組成物較佳為固體狀、半固體狀 果的抑制鱗脂醯絲胺酸的分解。 人此外，在（a)碟脂酿絲胺酸及⑻辦化合物中加入以 二品素材，作為甜點類等一般食品所含之食品組成物時 食品組成物中⑷磷脂酿絲胺酸之含量以乾燥重量換算^ 對於組成物全量，較佳為約〇 〇1至5〇重 °，至4〇㈣，又更佳為約0.1至20重量% 述範圍，則在自然可攝取量之食品中，即含有可得生理六 十生之磷脂醯絲胺酸。 食品組成物中（b)鈣化合物之含量以乾燥重量換算，相 對於組成物全量，較佳為約〇· 005至60重量％，更佳為約 〇· 〇1至50重量％，又更佳為約0.1至40重量％。若在上 述範圍，可充分安定化磷脂醯絲胺酸，有利於抑制磷脂醯 絲胺酸吸濕、分解造成之褐變、異臭等。 醫藥組成物 此外’上述說明之本發明組成物，可與通常醫療用之 靖形劑一同形成醫療組成物，尤其可作為口服製劑。固形 製劑可舉例如散劑、顆粒劑、疑劑、片劑、丸劑、膠囊劑、 嚼錠等。其中以更有效果的抑制磷脂醯絲胺酸之觀點來看， 10 323106 201204270 車义佳為固形製劑，從容易服用且味道佳的觀點來看，較佳 為顆粒劑、錠劑、片劑、膠囊劑，又更佳為顆粒劑。 固形製劑為於有效成分中調合藥學容許之載體與添加 劑而調製。可調合例如白糖、乳糖、葡萄糖、澱粉、甘醇 露之類的賦形劑；阿拉伯膠、明膠、結晶纖維素、羥丙基 纖維素、甲基纖維素之類的黏合劑；羧甲基纖維素、澱粉 之類的朋解劑；擰檬酸酐、月桂酸鈉、甘油之類的安定劑 等。再者’可用明膠、白糖、阿拉伯膠等包覆，亦可膠囊 化。這些製劑可添加甜味劑、防腐劑、黏滑劑、潤滑劑、 稀釋劑、緩衝劑、香味劑、著色劑之類的添加劑。 醫藥組成物較佳為含上述含有比例之（a)磷脂醯絲胺 酸及（b)鈣化合物。此外，醫藥組成物中磷脂醯絲胺酸 含量以乾燥重量換算，相對於組成物全量，較佳為約〇. i 至60重量％，更佳為約〇. 1至5〇重量％，又更佳為約〇. 5 至30重量％。若在上述範圍，則在自然可攝取量之醫藥 中，即含有可得生理活性之磷脂醯絲胺酸。 醫藥組成物中（b )鈣化合物含量以乾燥重量換算，相對 於組成物全量’較佳為約0.01至80重量％，更佳為約0.1 至70重量％ ’又更佳為約οι至5〇重量％。若在上述範 圍，可充分安定化磷脂醯絲胺酸，有利於抑制磷脂醢絲胺 酸吸濕、分解造成之褐變、異臭等。 化妝品組成物 此外，上述說明之本發明組成物，可與通常化妝品用 之成分一同形成各種的化妝品組成物。化妝品組成物較佳 323106 11 201204270 為固體狀或半固體狀，更佳為固體狀。 化妝品組成物的型態並無特別限定，可舉出例如乳 霜、:曬用化妝品、面膜、護手霜、身體乳霜之類的基礎 ::品=二妝/1辰:華液(tre—nt)之類的洗净 卜化妝σ°組成物在不損及本發明效果的範圍内 可在化妝品中添加週知之天“， ”巳固内’ 劑、保存劑、。Η調 防腐劑、著色劑、分 使用-種添加劑或組合兩種以上使用。 。可单獨 化妝品組成物中⑷碟脂 =對於組成物全量，較佳為約‘里；^重^ =:。·。。㈣重量%，又更佳為2=，更 在=圍，則可充分得到•醞絲胺酸的:用重 化妝一且成物中_弓化合物含量的作用。 對於組成物全量，較佳為約〇 〇 乾燥重量換算’相 〇. 005至20重量％，又更佳為約 重蕙％ ’更佳為約 ^述範園，可充分安定化碟脂__，1G重量％。若在 -絲胺酸分解造成之褐變、異臭等欠有利於抑制磷脂 (2)¾脂醯絲胺酸之安定化劑、^ 、 由锻繞㈣、氧化酸三方去 夕-種鈣化合物，可使用作為磷、、且戍蛘組中選出之至 胺^之組成物中，_旨隨絲胺酸—糸賤駿或含_脂酸絲 12戈疋化削或分解抑制劑。 323106 201204270 此外本發明包含以下各發明 (i)一種磷脂醯絲胺酸之安定化方法或分解抑制方法，其為 混合（a)磷脂醯絲胺酸及（b)由煅燒鈣、氧化鈣及磷酸三鈣 所組成群組中選出之至少一種鈣化合物。 (i i) 一種製造麟脂醢絲胺酸女定化劑或分解抑制劑所使用 之鈣化合物，其為由煅燒鈣、氧化鈣及磷酸三鈣所組成群 組中選出之至少一種崔弓化合物。 (i i 〇 —種用途為破脂酿絲胺酸之安定化或分解抑制之在弓 化合物，其為由锻燒妈、氧化舞及填酸三約所組成群組中 選出之至少一種約化合物。 本發明之磷脂酿絲胺酸安定化劑或分解抑制劑、安定 化方法或分解抑制方法、用途製造安定化劑或分解抑制以 及鈣化合物中，鈣化合物的種類、鈣化合物及磷脂醯絲胺 酸之使用量、鈣化合物及磷脂醯絲胺酸之使用比例等，係 如已說明之有關於本發明組成物者。 [實施例] 以下以實施例更具體的說明本發明，本發明並不限定 於此。 (1)含有磷脂醯絲胺酸之物質的調製 U-1)高濃度磷脂醯絲胺酸（H-PS) 大豆卵磷脂〇^1?010 3100(11?110公司）；磷脂醯膽驗 =95重量％ )7g混合溶解於庚烧、丙酮混合液（庚烧：丙_ =4 : l)70mL而得卵磷脂溶液。另外，將絲胺酸20g及碟 脂酶D(Nagase Chemtex公司製）500U溶於1M醋酸緩衝液 13 323106 201204270 (pH4. 5)67mL中調製為含酵素之絲胺酸溶液。 將含酵素之絲胺酸溶液加至上述卵磷脂溶液中，在3〇 °C攪拌5小時，接著在此混和液中加入上述庚烷、丙酮混 合液75mL及氣化鈉20g，攪拌1小時，靜置使水相與有機 溶媒相分離後，回收有機相而得含磷脂醯絲胺酸之有機溶 媒溶液。此有機溶媒溶液含7g固形份。將此固形份依照201204270 VI. Description of the Invention: [Technical Field of the Invention] The present invention relates to a composition of a phospholipidic acid containing a stabilized lysine, and a phospholipid lysine acid stabilizer and a phospholipid lysine Method. [Prior Art] It is known to mix excipients, antioxidants, and the like to achieve the purpose of ampouling powder lecithin (Lecithin). For example, Patent Document 1 discloses that by mixing lecithin with calcined calcium and calcining calcium to cover the knot BB particles of the moon, it is possible to prevent the phospholipid from becoming a fat state for several months while maintaining a dry state while suppressing Its unique smell. In addition, 'the use of phospholipid lysine as a nutritional supplement' is produced in a powder state and a fluid state, and the muscarinic acid is easily decomposed in comparison with other phospholipids, regardless of the powder state and fluid state. It is easy to produce coloring, odor, and the like. The decomposition of phospholipid yrosine is generally thought to be caused by residual enzymes (phospholipases, etc.) contained therein, or chemical decomposition due to decarboxylation, lipid peroxidation, hydrolysis of fatty acids, and the like. A method of inhibiting the decomposition of phospholipid yrosine and attempting to remove the serotonase D by using an antioxidant such as vitamin ( (Patent Document 2). 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 323106 3 201204270 The present invention is mainly directed to a method for providing a phospholipidy serine acid-containing composition, a phospholipidic acid stabilizer, and a phospholipid fibrin acid which inhibit decomposition of phospholipid fibrosamine. (Means for Solving the Problem) In order to solve the above problems, the present inventors have attempted to stabilize phospholipid lysine with various excipients, antioxidants, etc., but the phospholipid lysine has high decomposability, so it is large. Some of the excipients could not be stabilized, but it was found that at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide and tricalcium phosphate was effective in inhibiting the decomposition of phospholipids. The present invention has been completed on the basis of this finding, and provides the following composition containing a stabilized phospholipid yrosine acid, etc. 1. A composition containing a stabilized phospholipid yrosine acid, which contains (a Phospholipid lysine and (b) at least one I bow compound selected from the group consisting of calcined calcium, calcium oxide and tricalcium phosphate. The composition according to item 1, wherein the ratio of the (8) phospholipid lysine and the calcium compound is (a): (b) ==i. 0. 0001 to 1〇. Item 3: The composition according to Item 1 or Item 2, wherein (the content of the phospholipid is about the total amount of the composition, and is 〇丨^% in terms of dry weight. · Weight item 4. Item 1 to item 1 The composition according to any one of the items 3, wherein the content of the (匕) condensate is 1% by weight in terms of dry weight, based on the total amount of the composition. ' .1 to 8 5 Item 5. Item 1 to Item 4 The composition described in any one of the compositions, τ, -, and 4 3231〇6 201204270 is a food composition, a pharmaceutical composition or a cosmetic composition. Item 6. Phospholipid lysine stabilizer , which contains a small k-calcium selected from the group consisting of <calcium oxide and tricalcium phosphate. 7. The compounding method of the phospholipid lysine, the hairy acid and (6) Calcination word, oxide acid tris: (a) Phosphorus 1 out of at least one calcium compound. The use of the u acid stabilizer in the Chengyu group is ^^^ which is composed of the secret, oxidation and miscellaneous One group of calcium compounds is selected. The main item selected 9. A calcium compound used for the stabilization of phospholipid lysine, which is calcined 13⁄4 a group consisting of oxidized mascots and dances. 'One less calcium compound. Yimi jade / (Effects of the invention) The composition of the present invention is selected from the group consisting of calcined, oxidized dance and lanolin: At least a compound can strongly inhibit the decomposition of % lipophyllin. The lysine is a food ingredient and the above-mentioned fishing compound is a component used in a food additive or a nutritional supplement, so that the composition of the present invention can be safely For use as a food composition and a composition of the present invention, the composition of the present invention can inhibit the decomposition of the lysine, and the == long-term preserver can be reconstituted as a normal summer temperature storage and circulation. The present invention will be described in more detail. (1) Composition containing attenuated phospholipids ruthenium 323106 5 201204270 The composition of the present invention is a composition containing stabilized phospholipids, which contains (a) phospholipids Acid and (b) at least one compound selected from the group consisting of calcined calcium, calcium oxide and acid acid. (a) Phospholipid lysine SIGMA, B0IM0L, Nippon Oil Co., etc. Phospholipid lysine In addition, because lecithin derived from plant oil of palm oil and commercially available lecithin contain squamous sputum test (mouth 11〇301^1: 丨(171〇11〇1丨116) and squamous sputum ethanolamine, these eggs Phospholipids can be exchanged with a serine and a phospholipase D (for example, Nagase Chemtex) to obtain a glycerin squamous mixture containing phospholipids. The exchange reaction can be carried out, for example, in Japanese Patent Laid-Open Publication No. 2007-014270. Further, the phospholipids can be separated from these mixtures by various chromatographic methods. Commercially available lecithins include SLP-WHITE and SLP-PI powders (all manufactured by Tobacco Oil Co., Ltd.). (b) About compound Calcined calcium is a substance containing a large amount of calcium and calcined at, for example, about 500 to 1500 °C. For the calcium-containing material of the raw material, shells such as sea urchin shells, oysters or scallops, egg shells, reef-reducing coral residues, bones of animals such as cows, fish bones, whey, and the like can be used. Calcined by sea urchin shells, shells, eggshells and reef-building corals. Its main component is calcium oxide. Among them, those which are preferably calcined by sea urchin shells, shells, eggshells and disc corals are more preferably calcined by shells. The forging feed can be purchased from Shell Tech, Japan. Oxidation i-bow and acid-filled three can be purchased by Nacalai tesque, etc. The calcium compound is preferably calcined calcium or calcium oxide, more preferably calcined calcium. 6 323106 201204270 In the component ratio group, the content ratio of (a) phospholipid lysine and (b) calcium compound is not particularly limited as long as the stability of phospholipid lanthanide can be obtained, and the dry weight is preferably converted into (a) : (b) = about 1: 0.0001 or more, more preferably about 1: 0. 0005 or more, and more preferably about 1: 〇 · 〇〇 1 or more. In addition, the ratio of the content of the (b) phospholipidic acid to the (a) phospholipidic acid is not particularly limited as long as it can exert the stability of the phospholipid lysine, and can be determined in consideration of use, purpose, economy, and the like. It is usually about 1:1000 or less, preferably about 1:10 or less, more preferably about 1 or less. If it is in the above range, the phospholipid lysine can be sufficiently stabilized, which is advantageous for inhibiting browning and odor caused by moisture absorption and decomposition of phospholipid lysine. Further, the content of the (a) phospholipid lysine and (b) calcium compound in the composition is not particularly limited as long as it can exert the stability of phospholipid lanthanide. For example, 'when it is desired to exert the function of (a) phospholipid lysine in the composition', it is possible to mix (a) phospholipid lysine, which is necessary for the desired function, and to ensure stability by the amount of the composition. (b) the amount of the calcium compound. Therefore, when the content of the two components in the composition is specified, it can be determined depending on the use, properties, and purpose of the composition. And (a) the content of the squamous ceramide in the form of a dry weight, and the total of the composition is I, preferably from about & Μ to (10) (10)% by weight, more preferably from about 0.05 to 99. #旦〇 / s „ 里 % ' is more preferably about 0.1 to 80% by weight, more preferably about 〇. 1 to the stability of dextran. 4%. If at the above feet, can reduce the phospholipid composition The content of the (b) calcium compound is calculated in terms of dry weight, relative to the total amount of the composition of 7 323106 201204270, preferably n von is about 0.01 to 99.99% by weight, more preferably about 0.1 to 99.95% by weight. / soil from the inside / 〇 is better for about 〇. 1 to 8 〇 wt%, complex # 佳 is about 0.1 to 50 孴 Λ 置 ^ set % right in the above range, can maintain the stability of phospholipid lysine Manufacture method The composition of the present invention is produced by mixing only the (4) phospholipid yrosine acid and (8) per hydration product. In addition, the present invention has other components. In the case of (4), the lysine, the (5) compound, and the other component m are not particularly limited as long as they can be stabilized. It is preferred to contain a mixture (a) The step of preparing the mixed slag and the step (H) of mixing the slag and the slag are carried out in a two-step process. The shape of the composition of the present invention is not particularly limited, and is preferably solid or semi-solid. More preferably, it is a solid form, and it is especially preferable to be a powder. The use of the phospholipid lysine is known to have various physiological activities such as improvement in brain function. The composition of the present invention can inhibit the decomposition of phospholipid yrosine and maintain its health. It is suitable as a food composition, a pharmaceutical composition, and a cosmetic composition. Food composition The composition of the present invention described above can be used as a food composition. This food composition can be suitably used as a health food, nutritional supplement (including nutritional balance). Food, nutritional supplements. In addition, it is suitable for health care machines: ^23106 8 201204270 Foods (including foods for specific health care (including indications for reducing disease risk, standard type), specific health foods with conditions, nutritious functional foods) The food composition can be mixed with excipients or additives for common foods to prepare tablets, tablets, pills, A dosage form of a granule, a powder, a powder, a capsule, a hydrating agent, an emulsion, etc. Among them, a tablet, a tablet, and a granule are preferred from the viewpoints of being easy to take and having a good taste. Examples of syrup, gum arabic, sugar, lactose, powdered maltose, cellulose sugar, mannitol, maltitol, polydextrose, starch, gelatin, sorbitol, gum tragacanth, polyethylene ketone Binders such as sucrose fatty acid esters, glycerin fatty acid vinegar, stearic acid, potassium stearate, talc, polyethylene glycol, etc.; disintegrators such as horse ring powder; laurel A wetting agent such as sodium sulfate, etc. The additive may, for example, be a perfume, a buffer, a tackifier, a colorant emulsifier, a dispersant, a suspending agent, a preservative, or the like. When the food composition is formulated as described above, it is preferred to contain the above-mentioned proportion of (a) phospholipid quinic acid and (b) calcium compound. Further, the content of the (4) fat-filled silk fibroin is changed to a dry weight by weight, preferably about (M to 6% by weight, more preferably about 50% by weight, still more). Preferably, the weight is about 5 to 3 inches, and the weight of the self-shot food is contained in the food, that is, it contains the available ^ ' 醯 醯 。 。 。 。 。 活性 活性 活性 活性 活性 活性 活性 活性 活性 活性 活性 活性 活性 活性 活性 活性 活性 活性The total amount of the composition is greater than 干 n dry _ weight conversion 'phase 1 芏 is about 0. 01 to 80% by weight 0.1 to 70% by weight, and more %, more preferably about about 0. 1 to above. 5〇 weight 323106 9 201204270 The scope of the description can be fully stabilized and the silk can also be hyaluronic acid hygroscopic, decomposed and refined browning, different ^ is beneficial to inhibit the fat filling "Keli, Hewei stick, fruit, chewing gum , soft candy, remainder, etc., which inhibits the decomposition of squamous quercetin, which is preferably a solid, semi-solid fruit, in addition to the food composition. Amino acid and (8) compound added to the compound as a food composition contained in general foods such as desserts. (4) Phospholipid-based lysine The content is in terms of dry weight. For the total amount of the composition, preferably from about 1 to 5 〇, to 4 〇 (four), and more preferably from about 0.1 to 20% by weight, the food is naturally ingestible. In the food composition, (b) the content of the calcium compound is preferably about 〇 005 to 60% by weight based on the total amount of the composition in terms of dry weight. More preferably, it is about 1 to 50% by weight, and more preferably about 0.1 to 40% by weight. If it is in the above range, the phospholipid lysine can be sufficiently stabilized, which is advantageous for inhibiting the phospholipid lysine hygroscopicity. The browning, the odor, and the like caused by the decomposition. The pharmaceutical composition, in addition to the above-described composition of the present invention, can form a medical composition together with a general medical formifying agent, especially as an oral preparation. The solid preparation can be, for example, a powder. , granules, suspects, tablets, pills, capsules, chewable tablets, etc. Among them, from the viewpoint of more effective inhibition of phospholipid lysine, 10 323106 201204270 Che Yijia is a solid preparation, easy to take and a good taste Preferably, it is a granule, a tablet, a tablet, a capsule, and more preferably a granule. The solid preparation is prepared by blending a pharmaceutically acceptable carrier and an additive with an active ingredient, such as white sugar, lactose, glucose, and starch. An excipient such as glyme; an adhesive such as gum arabic, gelatin, crystalline cellulose, hydroxypropyl cellulose, methyl cellulose; a lysing agent such as carboxymethyl cellulose or starch; A tranquilizer such as glyceric acid anhydride, sodium laurate or glycerin, etc. It can be coated with gelatin, white sugar, gum arabic, etc. It can also be encapsulated. These preparations can be added with sweeteners, preservatives, and slip agents. An additive such as a lubricant, a diluent, a buffer, a flavoring agent, or a coloring agent. The pharmaceutical composition preferably contains (a) a phospholipid silk fibroin and (b) a calcium compound. Further, the phospholipidic acid content in the pharmaceutical composition is preferably from about 0.1% to about 60% by weight, more preferably from about 0.1% to about 5% by weight, based on the total weight of the composition, based on the dry weight. Good for about 〇. 5 to 30% by weight. If it is in the above range, it is a naturally available drug which contains a physiologically active phospholipid lysine. The content of the calcium compound in the pharmaceutical composition (b) is preferably from about 0.01 to 80% by weight, more preferably from about 0.1 to 70% by weight, based on the total weight of the composition, and more preferably from about οι to 5 以. weight%. If it is in the above range, the phospholipid lysine can be sufficiently stabilized, which is advantageous for inhibiting browning and odor caused by moisture absorption and decomposition of phospholipid lysine. Cosmetic Composition Further, the composition of the present invention described above can be formed into various cosmetic compositions together with usual ingredients for cosmetics. The cosmetic composition is preferably 323106 11 201204270 which is solid or semi-solid, more preferably solid. The form of the cosmetic composition is not particularly limited, and examples thereof include a cream, a sun-drying cosmetic, a facial mask, a hand cream, and a body cream:: product = two makeup / 1 Chen: Huaye (tre A scouring composition such as nt) can add a well-known "," tamping agent, a preservative, to a cosmetic, within a range that does not impair the effects of the present invention. Preservatives, colorants, sub-additives or combinations of two or more. . It can be used alone in the cosmetic composition (4) Dish grease = for the total amount of the composition, preferably about ‘里;^重^ =:. ·. . (4) % by weight, more preferably 2 =, more in the range of =, can be fully obtained • 酝 lysine: the effect of heavy makeup and the content of _ bow compound. For the total amount of the composition, it is preferably about 〇〇 005 to 20% by weight, and more preferably about 蕙% ' 更 更 ' ' , , , , , , , , , , , , , , , , , , , , , , , , , , , , 1G by weight. If the browning or the odor caused by the decomposition of the serine acid is less favorable for inhibiting the phospholipid (2) 3⁄4 lipid lanolinic acid stabilizer, ^, by forging (four), oxidizing acid tripartite-calcium compound, It can be used as a component of phosphorus, and selected from the group of oxime to the amine, and is intended to be a cleavage or decomposition inhibitor with a serine acid or a saponin. 323106 201204270 Further, the present invention comprises the following invention (i) a method for stabilizing or decomposing a phospholipid fibrin acid, which comprises mixing (a) phospholipid lysine and (b) calcining calcium, calcium oxide and phosphoric acid At least one calcium compound selected from the group consisting of tricalcium. (i i) A calcium compound for use in the manufacture of a linseed seric acid female formulator or a decomposition inhibitor, which is at least one selected from the group consisting of calcined calcium, calcium oxide and tricalcium phosphate. (ii) A compound for use in the stabilization or decomposition inhibition of a fat-damping tyrosine, which is at least one compound selected from the group consisting of calcined mother, oxidized dance, and acid-filled tris. The phospholipid tyrosine acid stabilizer or decomposition inhibitor of the present invention, the stabilization method or the decomposition inhibition method, the use of the stabilizer, the decomposition inhibitor, and the calcium compound, the calcium compound, the calcium compound and the phospholipid lysine The amount of use, the ratio of use of the calcium compound and phospholipid, and the like are as described above with respect to the composition of the present invention. [Examples] Hereinafter, the present invention will be more specifically described by way of Examples, which are not limited by the present invention. (1) Preparation of a substance containing phospholipid yrosine acid U-1) High concentration phospholipid lysine (H-PS) Soy lecithin 〇^1?010 3100 (11?110 company); phospholipid 醯Bile test = 95% by weight) 7 g of the mixture was dissolved in 70 ml of a mixture of heptane and acetone (geptane: C = 4:1) to obtain a lecithin solution. Further, 20 g of serine and 500 U of dishlipase D (manufactured by Nagase Chemtex Co., Ltd.) were dissolved in 67 mL of 1 M acetate buffer 13 323106 201204270 (pH 4.5) to prepare an enzyme-containing serine solution. The enzyme-containing serine solution was added to the above lecithin solution, and stirred at 3 ° C for 5 hours, and then 75 ml of the above heptane, acetone mixture and 20 g of sodium vaporate were added to the mixture, and the mixture was stirred for 1 hour. After standing to separate the aqueous phase from the organic solvent, the organic phase is recovered to obtain an organic solvent solution containing phospholipidic acid. This organic solvent solution contained 7 g of a solid portion. According to this solid content
Agric. Biol. Chem. 50(10) 2643-2645，1986,以下述條 件之HPLC分析，磷脂醯絲胺酸含量為91重量〇/〇。 另外，以下例中磷脂質含量亦以與本例相同方式測定。 < HPLC條件> 使用管柱：GLSeiences 公司製 Unisil QNH2 (4.6mm I.D. x250mm) 移動相：乙腈/曱醇/l〇mM磷酸二氫銨= 1856/874/270 流速：1. 3mL/分 4貞測：UV 205nm (1-2)磷脂質混合物（pips) 大豆卵磷脂（UltralecP(ADM公司）；含有磷脂醯膽鹼 =24重量％ ’磷脂醯乙醇胺=π重量％，磷脂醯肌醇 (Phosphatidylinositol) = 14 重量％)7g 混合溶解於庚 院、丙酮混合液（庚烷：丙酮=4: l)70mL而得卵磷脂溶液。 另外’將絲胺酸20g及磷脂酶D(Nagase Chemtex公司製） 500U溶於1M醋酸緩衝液（pH4. 5)67mL中調製為含酵素絲之 胺酸溶液。 將含酵素之絲胺酸溶液加至上述卵磷脂溶液中，在3〇 14 323106 201204270 °C攪拌5小時，與（1-1)相同方式得到含磷脂醯絲胺酸及磷 脂醯乙醇胺之有機溶媒溶液。此有機溶媒溶液含7g固形 份。此固形份中磷脂醯絲胺酸含量及磷脂醯乙醇胺含量各 自為32重量％及21重量％。 此外此鱗脂質混合物係Nagase Chemtex公司以商品名 PIPS Nagase上市販售。 (1-3)向日葵磷脂醯絲胺酸 向日葵卵磷脂（GIRALEC(ASENOR公司）；磷脂醯膽鹼= 14重量％)70g混合溶解於庚烷、丙酮混合液（庚烷：丙酮 =4 : l)700mL而得卵磷脂溶液。另外，將絲胺酸200g及 磷脂酶D(Nagase Chemtex公司製）5〇〇〇U溶於1M醋酸緩衝 液（pH4. 5)670mL中調製為含酵素之絲胺酸溶液。 將含酵素之絲胺酸溶液加至上述卵磷脂溶液中，在30 °C攪拌5小時’接著在此混和液中加入上述庚烷、丙酮混 合液75mL及氯化鈉200g，攪拌1小時，靜置使水相與有 機溶媒相分離後，回收有機相而得含磷脂醯絲胺酸之有機 溶媒溶液。此有機溶媒溶液含22. 4g固形份。此固形份中 磷脂醯絲胺酸含量為33重量％。 (1-4)日本毛蝦磷脂醯絲胺酸 曰本毛蝦卵磷脂（SUPERBA(Aker公司）；磷脂醯膽鹼= 30重量％)70g混合溶解於庚烷、丙酮混合液（庚烷：丙酮 =4 : l)700mL而得卵磷脂溶液。另外，將絲胺酸2〇〇g及 磷脂酶D(Nagase Chemtex公司製）5〇〇〇u溶於1M醋酸緩衝 液（pH4. 5)670mL中調製為含酵素之絲胺酸溶液。 323106 201204270 將含酵素之絲胺酸溶液加至上述卵填脂溶液中，在3〇 C擾拌5小時，與（卜3)相同方式得到得含磷脂醯絲胺酸之 有機溶媒溶液。此有機溶媒溶液含llg固形份。此固形份 中罐脂醯絲胺酸含量為7 5重量％。 (1-5)鮭魚卵磷脂醯絲胺酸 鮭魚卵卵磷脂（3omega PC-DHA(日本油脂公司）；碟脂 醯膽驗=30重量％)70g混合溶解於庚院、丙酮混合液（庚 烷：丙酮=4 : l)700mL而得卵磷脂溶液。另外，將絲胺酸Agric. Biol. Chem. 50 (10) 2643-2645, 1986, HPLC analysis of the following conditions, phospholipid fibrin acid content of 91 weight 〇 / 〇. Further, the phospholipid content in the following examples was also measured in the same manner as in the present example. <HPLC conditions> Using a column: Unisil QNH2 (4.6 mm ID x 250 mm) manufactured by GLSeiences, Inc. Mobile phase: acetonitrile/nonanol/l mM ammonium dihydrogen phosphate = 1856/874/270 Flow rate: 1. 3 mL/min 4 Speculation: UV 205nm (1-2) Phospholipid mixture (pips) Soy lecithin (UltralecP (ADM); contains phospholipid choline = 24% by weight 'phospholipid 醯 ethanolamine = π wt%, phospholipid 醯 inositol (Phosphatidylinositol = 14% by weight) 7 g of the mixture was dissolved in 70 mL of a Gengyuan and acetone mixture (heptane: acetone = 4:1) to obtain a lecithin solution. Further, 20 g of serine and 15 U of phospholipase D (manufactured by Nagase Chemtex Co., Ltd.) were dissolved in 67 mL of 1 M acetic acid buffer (pH 4.5) to prepare an amino acid solution containing an enzyme. The enzyme-containing serine acid solution was added to the above lecithin solution, and stirred at 3〇14 323106 201204270 ° C for 5 hours, and an organic solvent containing phospholipid lysine and phospholipid oxime ethanolamine was obtained in the same manner as (1-1). Solution. This organic solvent solution contained 7 g of a solid content. The phospholipid yrosine acid content and the phospholipid oxime ethanolamine content in the solid fraction were 32% by weight and 21% by weight, respectively. Furthermore, this squamous lipid mixture is marketed under the trade name PIPS Nagase by Nagase Chemtex. (1-3) Sunflower phospholipid lysine sunflower lecithin (GIRALEC (ASENOR); phospholipid choline = 14% by weight) 70 g mixed and dissolved in heptane, acetone mixture (heptane: acetone = 4: l) 700 mL to obtain a lecithin solution. Further, 200 g of a serine and a phospholipase D (manufactured by Nagase Chemtex Co., Ltd.) 5 〇〇〇 U were dissolved in 670 mL of a 1 M acetic acid buffer (pH 4.5) to prepare an enzyme-containing serine solution. The enzyme-containing serine solution was added to the above lecithin solution, and stirred at 30 ° C for 5 hours. Then, the above heptane, acetone mixture 75 mL and sodium chloride 200 g were added to the mixture, and the mixture was stirred for 1 hour. After the aqueous phase is separated from the organic solvent, the organic phase is recovered to obtain an organic solvent solution containing phospholipidic acid. 4克固份份。 This organic solvent solution containing 22. 4g solid parts. The phospholipid yrosine content in this solid fraction was 33% by weight. (1-4) Japanese prawn phospholipid lysine saponin snail lecithin (SUPERBA (Aker); phospholipid choline = 30% by weight) 70g mixed and dissolved in heptane, acetone mixture (heptane: acetone =4 : l) 700 mL to obtain a lecithin solution. Further, 2 g of dextran and phospholipase D (manufactured by Nagase Chemtex Co., Ltd.) 5 〇〇〇 u were dissolved in 670 mL of 1 M acetate buffer (pH 4.5) to prepare an enzyme-containing serine solution. 323106 201204270 An enzyme-containing serine solution was added to the above egg fat-filling solution, and the mixture was stirred at 3 ° C for 5 hours to obtain an organic solvent solution containing phospholipid lysine in the same manner as (b). This organic solvent solution contained llg of solid content. The solid content of the canned quercetin was 75 wt%. (1-5) squid lecithin squid acid squid egg lecithin (3omega PC-DHA (Nippon Oil Company); dish fat 醯 test = 30% by weight) 70g mixed and dissolved in Gengyuan, acetone mixture (heptane : Acetone = 4 : 1) 700 mL to obtain a lecithin solution. In addition, serine
200g及磷脂酶D(Nagase Chemtex公司製）5000U溶於1M 醋酸緩衝液（pH4.5)670mL中調製為含酵素之絲胺酸溶液。 將含酵素之絲胺酸溶液加至上述卵填脂溶液中，在3〇 C攪拌5小時，與（1-3)相同方式得到得含磷脂醯絲胺酸之 有機溶媒溶液。此有機溶媒溶液含4. 5g固形份。此固形份 中磷脂醯絲胺酸含量為78重量％。 (2)檢討磷脂醯絲胺酸之安定化物質 (2-1)檢討各種被驗物質 以混合攪拌機（mi 11 mi xer)將粉末狀磷含有脂醯絲胺 酸之物質3g與預定量之各種被驗物質混合而得粉末狀混 合物。將此混合物在5(TC或60°C的溫度下保存1、2或4 週進行加速試驗（密閉、遮光條件。以下之加速試驗亦為密 閉、遮光條件）。在保存前後，以三氣甲烷、曱醇及水的混 合物（三氯甲烷：甲醇：水=50 : 25 : 3(容量比））萃取混合 物，依照 Agric· Biol. Chem. 50(10) 2643-2645，1986, 上述條件之HPLC測定磷脂醢絲胺酸含量，算出磷脂醯絲胺 16 323106 201204270 酸的殘存率。 〈結果> 結果如以下表1至表7所表示。 表中牡蠣烺燒鈣Η-S為有限公司ABC Techno製，扇貝 锻燒1弓為日本She 11 Tech公司製。 表1 磷脂醯絲胺酸（H-PS) 60*C保存一週 被驗物質 混合重量比例 (Η-PS :被驗物質） PS殘存率 (*) — 1 0 74.6 氧化鈣 1 0.1 101.8 1 0.25 98.2 1 0. 5 95.7 2 94.5 5 104.2 牡蠣殼煅燒鈣H-S 0.5 103.6 扇貝貝殼煅燒鈣 0.5 96.7 磷酸三鈣 1 0· 1 92 1 0.25 97.6 0.5 92.1 填酸二氫約一水合物 0.5 20.6 磷酸氫鈣二水合物 0.5 77.3 焦磷酸鈣（同譯焦磷酸鈣） 0.5 73· 1 磷酸三鈉 0.5 21.1 磷酸三鎂八水合物 0.5 78· 4 印殼約（calzet WP)(音譯） 0.5 75.6 碳酸鈣 0.5 78.1 醋酸鈣一水合物 0.5 78 乳酸鈣 1 0.5 77.9 硫酸鈣二水合物 1 0.5 77 泛酸鈣 0.5 75.9 L(+)抗壞血酸鈣二水合物 0.5 76 摔樣酸約四水合物 1 0.5 77.2 矽酸鈣 0.5 78.6 硬脂酸鈣 0.5 80.4 未煅燒貝殼鈣（貝殼粉末） 0.5 76· 1 煅燒B0NIKARU(商品名） 0.5 77.7 17 323106 201204270 表2 磷脂醯絲胺酸(H-PS) 存一週 被驗物質 混合重量比例 (Η-PS :被驗物質） PS殘存率 (X) 硝酸鉀銨（無水鉀鋁礬） 1 0.5 65.3 硫酸鎂（無水） 1 0.5 78.8 氣化鎂六水合物 1 0.5 81.5 亞硫酸鈉 1 0.5 73.6 EDTA 二鈉 1 0.5 74.2 氧化鋅 1 0.5 85.6 氧化鎂 1 0.5 85 氧化鋁 1 0.5 71.5 糊精 1 0.5 72.6 蔗糖 1 0.5 66.1 麥芽糖 1 0.5 74.5 纖維素 J 0.5 75.5 澱粉 1 0.5 T5.5 果糖 1 0.5 79.3 明膠 1 0.5 86.1 海藻糖 1 0.5 82.4 乳糖一水合物 1 0.5 70.9 寒天粉末 1 0.5 85.3 D-(-)山梨糖醇 1 0.5 78 大豆蛋白質（FUJIPRO CLE) 1 0.5 79.3 大豆肽(HINUTE DH) 1 0.5 73.8 絡蛋白鈉 1 0.5 73.3 表3 磷脂醯絲胺酸(H-PS) 50*10保存四週 被驗物質 混合重量比例 (Η-PS :被驗物質） PS殘存率 ⑻ — 1 0 76 扇貝貝殼煅燒鈣 1 0.1 97.2 扇貝貝殼煅燒鈣 1 0.25 96.6 18 323106 201204270 表4 磷脂醯絲胺酸(H-PS) 60*t保存二週 被驗物質 混合重量比例 (Η-PS :被驗物質） PS殘存率 (X) — 1 0 60 氧化#5 1 0.5 97.7 牡蠣殼烺燒鈣H-S 1 0.5 98.8 扇貝貝殼煅燒鈣 1 0.5 92.1 磷酸三鈣 1 0.5 91 氫氧化好 1 0.5 78.6 硝酸鈣 1 0.5 58.7 環糊精 1 0.5 65 氧化鋅 1 0.5 70.4 氧化鎂 1 0.5 67.6 由表1至4可明顯發現，氧化弼、锻燒J弓及填酸三約 在60°C保存一週後，磷脂醢絲胺酸殘存90%以上。這些鈣 化合物在60°C保存兩週後，磷脂醯絲胺酸殘存90%以上。 其中，貝殼煅燒鈣在50°C保存四週後，磷脂醯絲胺酸殘存 95%以上，磷脂醯絲胺酸之安定化效果非常高。 此外，其他的鈣化合物、有機物及無機填充劑，磷脂 醯絲胺酸殘存率較低。 表5 磷脂質混合物（PIPS) 5(nc保存2週 被驗物質 混合重量比例 (PIPS :被驗物質） PS殘存率 (*) — 1 0 74 扇貝貝殼煅燒鈣 1 0.0075 96.5 1 0.015 99.9 1 0.075 98.5 1 0.15 101 1 0.3 99.7 19 323106 201204270 表6 填脂質混合物（P1PS) so*c保存4週 被驗物質 混合重量比例 (PIPS :被驗物質） PS殘存率 (X) 1:0 87.7 扇貝貝殼烛燒努 1 : 0.5 100 表Ί 源自向日葵、日本毛蝦、鮭魚卵之磷脂醯絲胺酸 磷脂醯絲运Μϊΐ--— 混合比率 PS殘存率 向日葵PS ----- (對於PIPS,抗氧化劑 之重量％) (X) 1:0 69.6 向日莫PS+氧化鈣 1 :-0.5 93.0 填瑕PS ' 磷蝦PS+氧化@ 1:0 46.8 鮭魚卵PS —--- 1 : 0.5 74.0 --*------- | 〇 — 胺酸現’極少量_即可發揮碟脂酿絲 胺 疋化效果。此外，由表6可明顯發現即使右200 g and phospholipase D (manufactured by Nagase Chemtex Co., Ltd.) 5000 U were dissolved in 670 mL of 1 M acetate buffer (pH 4.5) to prepare an enzyme-containing serine solution. The enzyme-containing serine acid solution was added to the above egg fat-filling solution, and stirred at 3 ° C for 5 hours to obtain an organic solvent solution containing phospholipid lysine in the same manner as (1-3). 5克固份份。 This organic solvent solution containing 4. 5g solid parts. The phospholipid yrosine content in this solid portion was 78% by weight. (2) Reviewing the stability of the phospholipid lysine (2-1) Reviewing the various substances to be tested, using a mixer (mi 11 mi xer), 3 g of powdered phosphorus containing lanolinic acid and a predetermined amount. The test substances are mixed to obtain a powdery mixture. The mixture was stored at 5 (TC or 60 ° C for 1, 2 or 4 weeks for accelerated test (sealing, shading conditions. The following accelerated test is also closed, shading conditions). Before and after storage, with three gas methane , a mixture of sterol and water (chloroform:methanol:water = 50:25:3 (capacity ratio)), and the mixture was extracted according to Agric Biol. Chem. 50(10) 2643-2645, 1986, HPLC of the above conditions. The phospholipid yrosine content was measured, and the residual ratio of phospholipid oxime 16 323106 201204270 acid was calculated. <Results> The results are shown in Tables 1 to 7 below. Table oysters Calcium Strontium-S is ABC Techno Co., Ltd. The scallop calcined 1 bow is made by Japan She 11 Tech Co., Ltd. Table 1 Phospholipid lysine (H-PS) 60*C The weight ratio of the substance to be tested in one week (Η-PS: test substance) PS residual rate (*) — 1 0 74.6 Calcium oxide 1 0.1 101.8 1 0.25 98.2 1 0. 5 95.7 2 94.5 5 104.2 Oyster shell calcined calcium HS 0.5 103.6 Scallop shell calcined calcium 0.5 96.7 Tricalcium phosphate 1 0· 1 92 1 0.25 97.6 0.5 92.1 Filled with dihydrogen monohydrate 0.5 20.6 calcium hydrogen phosphate dihydrate Compound 0.5 77.3 Calcium pyrophosphate (same as calcium pyrophosphate) 0.5 73· 1 Trisodium phosphate 0.5 21.1 Trimagnesium phosphate octahydrate 0.5 78· 4 Printed shell (calzet WP) (transliteration) 0.5 75.6 Calcium carbonate 0.5 78.1 Acetic acid Calcium monohydrate 0.5 78 Calcium lactate 1 0.5 77.9 Calcium sulfate dihydrate 1 0.5 77 Calcium pantothenate 0.5 75.9 L (+) Calcium ascorbate dihydrate 0.5 76 Falling acid about tetrahydrate 1 0.5 77.2 Calcium citrate 0.5 78.6 Hard Calcium citrate 0.5 80.4 Uncalcined shell calcium (shell powder) 0.5 76· 1 Calcined B0NIKARU (trade name) 0.5 77.7 17 323106 201204270 Table 2 Phospholipid lysine (H-PS) One week mixed substance weight ratio (Η -PS : Test substance) PS residual rate (X) Potassium ammonium nitrate (anhydrous potassium aluminum ruthenium) 1 0.5 65.3 Magnesium sulfate (anhydrous) 1 0.5 78.8 Magnesium oxide hexahydrate 1 0.5 81.5 Sodium sulfite 1 0.5 73.6 EDTA disodium 1 0.5 74.2 Zinc Oxide 1 0.5 85.6 Magnesium Oxide 1 0.5 85 Alumina 1 0.5 71.5 Dextrin 1 0.5 72.6 Sucrose 1 0.5 66.1 Maltose 1 0.5 74.5 Cellulose J 0.5 75.5 Starch 1 0.5 T5.5 Fructose 1 0.5 79.3 Gelatin 1 0.5 86.1 Trehalose 1 0.5 82.4 Lactose monohydrate 1 0.5 70.9 Cold day powder 1 0.5 85.3 D-(-) Sorbitol 1 0.5 78 Soy protein (FUJIPRO CLE) 1 0.5 79.3 Soy peptide (HINUTE DH) 1 0.5 73.8 Complex protein Sodium 1 0.5 73.3 Table 3 Phospholipid lysine (H-PS) 50*10 Stored around the test substance mixed weight ratio (Η-PS: test substance) PS residual rate (8) — 1 0 76 Scallop shell calcined calcium 1 0.1 97.2 Scallop shell calcined calcium 1 0.25 96.6 18 323106 201204270 Table 4 Phospholipid lysine (H-PS) 60*t Preserved two-week test substance mixed weight ratio (Η-PS: test substance) PS residual rate (X) — 1 0 60 Oxidation #5 1 0.5 97.7 Oyster shell calcined calcium HS 1 0.5 98.8 Scallop shell calcined calcium 1 0.5 92.1 Tricalcium phosphate 1 0.5 91 Hydrogen peroxide 1 0.5 78.6 Calcium nitrate 1 0.5 58.7 Cyclodextrin 1 0.5 65 Oxidation Zinc 1 0.5 70.4 Magnesium oxide 1 0.5 67.6 It can be clearly seen from Tables 1 to 4 that phospholipid lysine remains at least 90% after storage for one week at 60 ° C for yttrium oxide, calcined J bow and acid. After the calcium compound was stored at 60 ° C for two weeks, the phospholipid lysine remained at least 90%. Among them, after the shell calcined calcium is stored at 50 ° C for four weeks, the phospholipid ruthenium acid remains more than 95%, and the stability of the phospholipid lysine is very high. In addition, other calcium compounds, organic substances, and inorganic fillers have a low residual rate of phospholipid lysine. Table 5 Phospholipid mixture (PIPS) 5 (nc stored for 2 weeks, the weight ratio of the test substance (PIPS: test substance) PS residual rate (*) — 1 0 74 Scallop shell calcined calcium 1 0.0075 96.5 1 0.015 99.9 1 0.075 98.5 1 0.15 101 1 0.3 99.7 19 323106 201204270 Table 6 Lipid-filled mixture (P1PS) so*c stored for 4 weeks, the weight ratio of the test substance (PIPS: test substance) PS residual rate (X) 1:0 87.7 Scallop shell candle burning Nu 1 : 0.5 100 表 醯 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵 向日葵Weight %) (X) 1:0 69.6 Xiangri PS + Calcium Oxide 1: -0.5 93.0 Filled with PS ' Krill PS + Oxidation @ 1:0 46.8 Salmon Egg PS —--- 1 : 0.5 74.0 --*-- ----- | 〇 - Amino acid is now 'very small amount _ can play the role of dish fat alkaloids. In addition, from Table 6 can be clearly found even right
保存4週亦有安定化效果。 C 再者’如表7明顯所示，填脂醯絲胺酸係 關’藉由氧化㈣大幅地安定化。特別地，源自、日、^源無 或娃魚”海產物的磷__酸，作為 =瑕 不飽和脂肪酸⑽、DPA等）比率高，側鏈酸之 和脂肪酸為安定性低者，料料 於飽 定化作用。 τ妝駸亦可得安 (2-2)併用抗氧化劑 323106 20 201204270 加入含有相對於含磷脂醯絲胺酸之磷脂質混合物（PIPS) 為0. 03重量％維他命C(抗壞血酸）及〇. 3重量％維他命E 之抗氧化劑，以混合攪拌機攪拌而得混合物。此混合物在 60 C的溫度下保存1或2週進行加速試驗，在保存前後， 以三氯甲烷及甲醇的混合物（三氯甲烷：曱醇=2: 1(容量 比））萃取混合物，以上述條件之HPLC測定磷脂醢絲胺酸含 量。此外，不在PIPS中加入抗氧化劑，以同樣方式進行加 速試驗及測定。 維他命 E 使用 E-mixed D(Eisai Food & Chemical 公 司）及 Covi-0X(Cognis 公司）。 結果表示於以下表8、表9。 表8It also has a stable effect after 4 weeks of storage. C Further, as clearly shown in Table 7, the fat-filled lysine acid system was largely stabilized by oxidation (iv). In particular, the phosphorus-acids derived from the sea products of the Japanese, Japanese, and Japanese fish have high ratios of as a fatty acid (10), DPA, etc., and the fatty acids of the side chain acid are low in stability.重量重量的维生素 C。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 (ascorbic acid) and 〇. 3% by weight of vitamin E antioxidant, stirred in a mixing mixer to obtain a mixture. This mixture is stored at 60 C for 1 or 2 weeks for accelerated testing, before and after storage, with chloroform and methanol The mixture was extracted (chloroform: decyl alcohol = 2:1 (capacity ratio)), and the phospholipid yrosine content was determined by HPLC under the above conditions. Further, the antioxidant was not added to the PIPS, and the accelerated test was carried out in the same manner. The vitamin E was used in E-mixed D (Eisai Food & Chemical Co., Ltd.) and Covi-0X (Cognis). The results are shown in Tables 8 and 9 below.
抗氧化劑 磷脂質混合物（PIPS) 6(nc保存1週 混合比率 PS殘存率 (.%) 一 80.5 抗壞血酸 E-mixed D 0.03 0.3 81.5 Ε-π 抗壞血酸 Covi-OX ，抗氧化劑Antioxidant Phospholipid mixture (PIPS) 6 (nc stored for 1 week Mix ratio PS residual rate (.%) - 80.5 Ascorbic acid E-mixed D 0.03 0.3 81.5 Ε-π Ascorbic acid Covi-OX , antioxidant
323106 21 201204270 表9 磷脂質混合物（PIPS) 60Ό保存2週 抗氧化劑 混合比率 (對於HPS，抗氧化劑 之重量％) PS殘存率 ⑻ 一 一 53.9 抗壞血酸 0.03 47.9 E-mixed D 0.3 抗壞血酸 E-mixed D 0.03 0.3 45.4 抗壞血酸 0.03 45.9 Covi-OX 0.3 一般對於不安定物質，安定化劑常用維他命E、維他 命C等抗氧化劑，但由表8、表9來看，可了解添加抗氧 化劑亦無法抑制磷脂酿絲胺酸的分解。 (2-3)磷脂質安定性的比較 相同重量的被驗物質在6(TC的溫度下保存1週進行加 速試驗’比較保存後之外觀與有無異臭。此外，Η-PS與扇 貝貝殼烺燒鈣之混合物（重量混合比例1 : 0.5)為與上述 「（2-1)檢討各種被驗物質」相同方法所調製。此外，加速 試驗前之被驗物質大部分為白色。結果表示於以下表10 表10 被驗物質 外觀 異臭 H-PS 褐變 有 大豆卵填脂（UltralecP) 稍微褐變 稍微有 Η-PS與煅燒鈣之混合物 白色 無 由表10可明顯發現’磷脂酿絲胺酸比卵磷脂熱安定性 22 323106 201204270 低。此外，煅燒鈣可抑制磷脂醯絲胺酸的褐變及異臭。 [產業上之可利用性] 本發明的組成物可有效抑制磷脂醯絲胺酸的分解。因 此為可長期保存者，復為可用於夏季常溫下保存及流通者。 【圖式簡單說明】 無 【主要元件符號說明】 無 23 323106323106 21 201204270 Table 9 Phospholipid mixture (PIPS) 60 Ό 2 weeks anti-oxidant mixing ratio (% by weight of antioxidant for HPS) PS residual rate (8) 1 53.9 Ascorbic acid 0.03 47.9 E-mixed D 0.3 Ascorbic acid E-mixed D 0.03 0.3 45.4 Ascorbic acid 0.03 45.9 Covi-OX 0.3 Generally, for unstable substances, stabilizers are commonly used in antioxidants such as vitamin E and vitamin C. However, as shown in Tables 8 and 9, it can be understood that the addition of antioxidants does not inhibit phospholipids. Decomposition of acid. (2-3) Comparison of phospholipid stability The test substance of the same weight was stored at 6 (TC temperature for 1 week for accelerated test). The appearance and presence or absence of odor were observed after storage. In addition, Η-PS and scallop shell simmered. The mixture of calcium (weight ratio of 1:0.5) was prepared in the same manner as the above-mentioned "(2-1) Review of various test substances". In addition, most of the test substances before the accelerated test were white. The results are shown in the following table. 10 Table 10 Appearance Appearance Odor H-PS Browning Soybean Egg Filling (UltralecP) Slightly browning slightly Η-mixture of PS and calcined calcium White No table 10 can be clearly found 'phospholipid arginine than egg Phospholipid heat stability 22 323106 201204270 is low. In addition, calcined calcium inhibits browning and odor of phospholipid lysine. [Industrial Applicability] The composition of the present invention can effectively inhibit the decomposition of phospholipid yrosine. Therefore, it can be used for long-term storage, and can be used for storage and circulation at room temperature in summer. [Simple description of the diagram] No [Main component symbol description] No 23 323106