JP5534806B2 - シトルリン含有飲料 - Google Patents
シトルリン含有飲料 Download PDFInfo
- Publication number
- JP5534806B2 JP5534806B2 JP2009501212A JP2009501212A JP5534806B2 JP 5534806 B2 JP5534806 B2 JP 5534806B2 JP 2009501212 A JP2009501212 A JP 2009501212A JP 2009501212 A JP2009501212 A JP 2009501212A JP 5534806 B2 JP5534806 B2 JP 5534806B2
- Authority
- JP
- Japan
- Prior art keywords
- citrulline
- beverage
- acid
- arginine
- examples
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 235000013361 beverage Nutrition 0.000 title claims description 50
- RHGKLRLOHDJJDR-BYPYZUCNSA-N L-citrulline Chemical compound NC(=O)NCCC[C@H]([NH3+])C([O-])=O RHGKLRLOHDJJDR-BYPYZUCNSA-N 0.000 title claims description 45
- 229960002173 citrulline Drugs 0.000 title claims description 30
- RHGKLRLOHDJJDR-UHFFFAOYSA-N Ndelta-carbamoyl-DL-ornithine Natural products OC(=O)C(N)CCCNC(N)=O RHGKLRLOHDJJDR-UHFFFAOYSA-N 0.000 title claims description 18
- 235000013477 citrulline Nutrition 0.000 title claims description 18
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 36
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 14
- 235000015165 citric acid Nutrition 0.000 claims description 12
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 7
- 235000010323 ascorbic acid Nutrition 0.000 claims description 7
- 239000011668 ascorbic acid Substances 0.000 claims description 7
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 5
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 5
- 229960005070 ascorbic acid Drugs 0.000 claims description 5
- 239000001630 malic acid Substances 0.000 claims description 5
- 235000011090 malic acid Nutrition 0.000 claims description 5
- 229930091371 Fructose Natural products 0.000 claims description 4
- 239000005715 Fructose Substances 0.000 claims description 4
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 claims description 4
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 4
- 229930006000 Sucrose Natural products 0.000 claims description 4
- 239000008103 glucose Substances 0.000 claims description 4
- 239000005720 sucrose Substances 0.000 claims description 4
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 3
- 235000018102 proteins Nutrition 0.000 claims description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 2
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- 239000004475 Arginine Substances 0.000 description 17
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 17
- 235000009697 arginine Nutrition 0.000 description 17
- 150000003839 salts Chemical class 0.000 description 14
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- 230000000052 comparative effect Effects 0.000 description 10
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 8
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- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 description 5
- 229930064664 L-arginine Natural products 0.000 description 5
- 235000014852 L-arginine Nutrition 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- KPGXRSRHYNQIFN-UHFFFAOYSA-N 2-oxoglutaric acid Chemical compound OC(=O)CCC(=O)C(O)=O KPGXRSRHYNQIFN-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 2
- RHGKLRLOHDJJDR-SCSAIBSYSA-N D-citrulline Chemical compound OC(=O)[C@H](N)CCCNC(N)=O RHGKLRLOHDJJDR-SCSAIBSYSA-N 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical class NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
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- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical class C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical class C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 230000006229 amino acid addition Effects 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 229940072107 ascorbate Drugs 0.000 description 2
- 230000036772 blood pressure Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229940001468 citrate Drugs 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 230000035622 drinking Effects 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000000122 growth hormone Substances 0.000 description 2
- 230000003308 immunostimulating effect Effects 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- 229940049920 malate Drugs 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 230000004060 metabolic process Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Chemical class 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 235000002906 tartaric acid Nutrition 0.000 description 2
- 239000011975 tartaric acid Substances 0.000 description 2
- 230000024883 vasodilation Effects 0.000 description 2
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 1
- QIJRTFXNRTXDIP-UHFFFAOYSA-N (1-carboxy-2-sulfanylethyl)azanium;chloride;hydrate Chemical compound O.Cl.SCC(N)C(O)=O QIJRTFXNRTXDIP-UHFFFAOYSA-N 0.000 description 1
- FTLYMKDSHNWQKD-UHFFFAOYSA-N (2,4,5-trichlorophenyl)boronic acid Chemical compound OB(O)C1=CC(Cl)=C(Cl)C=C1Cl FTLYMKDSHNWQKD-UHFFFAOYSA-N 0.000 description 1
- CSTRPYAGFNTOEQ-MGMRMFRLSA-N (2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one;octadecanoic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O.CCCCCCCCCCCCCCCCCC(O)=O CSTRPYAGFNTOEQ-MGMRMFRLSA-N 0.000 description 1
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- WBZFUFAFFUEMEI-UHFFFAOYSA-M Acesulfame k Chemical compound [K+].CC1=CC(=O)[N-]S(=O)(=O)O1 WBZFUFAFFUEMEI-UHFFFAOYSA-M 0.000 description 1
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- RGHNJXZEOKUKBD-SQOUGZDYSA-M D-gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C([O-])=O RGHNJXZEOKUKBD-SQOUGZDYSA-M 0.000 description 1
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Classifications
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/17—Amino acids, peptides or proteins
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
Description
すなわち本発明は、以下の(1)〜(4)に関する。
(1)シトルリン0.5〜10重量%、糖類0.1〜40重量%および有機酸0.1〜5重量%を含有する飲料。
(2)pHが2〜5である上記(1)の飲料。
(3)糖類がブドウ糖、果糖またはショ糖である上記(1)または(2)の飲料。
(4)有機酸がクエン酸、リンゴ酸またはアスコルビン酸である上記(1)〜(3)のいずれか1項の飲料。
シトルリンは、化学的に合成する方法、発酵生産する方法等により取得することができる。また、シトルリンは、市販品を購入することにより取得することもできる。
シトルリンを化学的に合成する方法としては、例えば、J. Biol. Chem. 122, 477 (1938)、J. Org. Chem. 6, 410 (1941)に記載の方法があげられる。
また、L-シトルリンおよびD-シトルリンは、シグマ−アルドリッチ社等より購入することもできる。
本発明では、シトルリンの代りにシトルリンの塩を用いてもよい。
酸付加塩としては、塩酸塩、硫酸塩、硝酸塩、リン酸塩等の無機酸塩、酢酸塩、マレイン酸塩、フマル酸塩、クエン酸塩、リンゴ酸塩、乳酸塩、α−ケトグルタル酸塩、グルコン酸塩、カプリル酸塩、アジピン酸塩、コハク酸塩、酒石酸塩、アスコルビン酸塩等の有機酸塩があげられる。
アンモニウム塩としては、アンモニウム、テトラメチルアンモニウム等の塩があげられる。
有機アミン付加塩としては、モルホリン、ピペリジン等の塩があげられる。
上記のシトルリンの塩のうち、クエン酸塩、リンゴ酸塩、アスコルビン酸塩が好ましく用いられるが、他の塩、または2以上の塩を適宜組み合わせて用いてもよい。
本発明で用いられる糖類としては、飲料の製造に用いられるものであれば特に制限されることもなく、単糖類、二糖類、オリゴ糖類、多糖類、糖アルコール、甘味料のいずれでも良い。該糖類としては、例えばブドウ糖、果糖、ショ糖、麦芽糖、トレハロース、キシリトール、エリスリトール、還元水飴、デキストリン、でんぷん、ソルビトール、マルチトール、スクラロース、アスパルテーム、アセスルファムK、ステビア、サッカリンナトリウム、グリチルリチン二カリウム、ソーマチンがあげられるが、ブドウ糖、果糖、ショ糖が好ましい。
本発明では、有機酸の代りに有機酸の塩を用いてもよい。有機酸の塩としては飲料の製造に用いられるものであれば特に制限されることもないが、通常ナトリウム塩等のアルカリ金属塩が使用される。
本発明の飲料は、通常の飲料に加える酸味料、抗酸化剤等の保存料、着色料、香料や各種添加剤を添加しても良い。また、健康機能の増強を期待して、ビタミンやミネラルや各種の機能成分を添加しても良い。また、二酸化炭素を圧入して、炭酸飲料としてもよい。
抗酸化剤としては、飲料に使用できるものであれば特に制限されないが、例えばトコフェロール、アスコルビン酸、塩酸システイン、L-アスコルビン酸ステアリン酸エステルがあげられる。
香料としては、飲料に使用できるものであれば特に制限されないが、例えばレモンフレーバー、レモンライムフレーバー、グレープフルーツフレーバー、アップルフレーバーがあげられる。
本発明の飲料に含まれる糖類の濃度としては、通常は1〜40重量%、好ましくは2〜30重量%、より好ましくは5〜20重量%である。
本発明の飲料に含まれる有機酸の濃度としては、通常は0.1〜5重量%、好ましくは0.1〜2重量%、より好ましくは0.2〜1重量%である。
シトルリンは経口吸収された後に体内でアルギニンに変換されることから、本発明の飲料を摂取することにより、アルギニンが有する種々の有用な機能を発揮させることができ、また、飲料中のシトルリン、糖類、有機酸を上記の濃度とすることにより、飲みやすく安定性に優れた飲料を提供することができる。
試験例1
試験には、SDラット(オス、6週齢、日本エスエルシー社より購入)を用いた。飼育条件は、室温22±2℃、湿度35±15%、飼料および水は自由摂取とした。
試験例2
被験者2名に対し、実施例1の飲料を毎日1本ずつ1週間摂取させた。摂取後において、被験者1名に「飲酒や運動した翌日の体調が良かった」「起床時、手指の先が温かく感じられた」、被験者1名に「夜、体が冷えず寝つきが良かった」との体感が得られた。
試験例3
実施例1、比較例2および3の飲料について味覚官能試験を実施した。結果を表2に示す。
試験例4
実施例1および比較例1の飲料をそれぞれ蓋付きの試験管に入れて、95℃、15分煮沸滅菌した後、60℃で2週間保存し、pHおよびメイラード反応の指標となる吸光度(OD460nm)を測定した。なお、吸光度の測定は飲料を蒸留水で10倍希釈して行なった。結果を表3に示す。
試験例5
実施例1および比較例2の飲料をそれぞれ蓋付きの試験管に入れて、95℃、15分煮沸滅菌した。それぞれ煮沸前と煮沸後のpHおよびメイラード反応の指標となる吸光度(OD460nm)を測定した。なお、吸光度の測定は飲料を蒸留水で10倍希釈して行なった。結果を表4に示す。
実施例1のクエン酸を蒸留水に置き換えた飲料を製造した。本飲料のpHは5.4であった。
比較例2
実施例1のL−シトルリンをL−アルギニン(協和醗酵工業社製)に置き換えた飲料を製造した。本飲料のpHは9.74であった。
比較例3
比較例2のクエン酸を1.5gに増量した飲料を製造した。本飲料のpHは3.88であった。
Claims (1)
- シトルリン0.5〜10重量%、ブドウ糖、果糖またはショ糖5〜20重量%およびクエン酸、リンゴ酸またはアスコルビン酸0.2〜1重量%を含有し、pHが2〜5である飲料(ただし、炭酸入りたんぱく質飲料を除く)。
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JP4964793B2 (ja) * | 2008-01-22 | 2012-07-04 | アサヒ飲料株式会社 | シトルリン含有飲食品及びその製造方法 |
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JPH09224621A (ja) * | 1996-02-23 | 1997-09-02 | Eisuke Nakayama | スイカ糖エキスの製造方法 |
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