CN113105523B - 一种低环肽a含量的亚麻籽环肽混合物的制备方法 - Google Patents
一种低环肽a含量的亚麻籽环肽混合物的制备方法 Download PDFInfo
- Publication number
- CN113105523B CN113105523B CN202110293927.9A CN202110293927A CN113105523B CN 113105523 B CN113105523 B CN 113105523B CN 202110293927 A CN202110293927 A CN 202110293927A CN 113105523 B CN113105523 B CN 113105523B
- Authority
- CN
- China
- Prior art keywords
- flaxseed
- mixture
- cyclic peptide
- cyclopeptide
- content
- 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
- 102000001189 Cyclic Peptides Human genes 0.000 title claims abstract description 137
- 108010069514 Cyclic Peptides Proteins 0.000 title claims abstract description 137
- 235000004426 flaxseed Nutrition 0.000 title claims abstract description 80
- 239000000203 mixture Substances 0.000 title claims abstract description 56
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- MJYQFWSXKFLTAY-OVEQLNGDSA-N (2r,3r)-2,3-bis[(4-hydroxy-3-methoxyphenyl)methyl]butane-1,4-diol;(2r,3r,4s,5s,6r)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O.C1=C(O)C(OC)=CC(C[C@@H](CO)[C@H](CO)CC=2C=C(OC)C(O)=CC=2)=C1 MJYQFWSXKFLTAY-OVEQLNGDSA-N 0.000 title claims description 52
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 66
- 239000000284 extract Substances 0.000 claims abstract description 31
- 239000006228 supernatant Substances 0.000 claims abstract description 27
- 240000006240 Linum usitatissimum Species 0.000 claims abstract description 26
- 235000004431 Linum usitatissimum Nutrition 0.000 claims abstract description 26
- 238000000034 method Methods 0.000 claims abstract description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 21
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims abstract description 19
- 210000000582 semen Anatomy 0.000 claims abstract description 18
- 239000000843 powder Substances 0.000 claims abstract description 11
- 239000000243 solution Substances 0.000 claims abstract description 11
- 238000001035 drying Methods 0.000 claims abstract description 9
- 238000000605 extraction Methods 0.000 claims abstract description 9
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 9
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 9
- 238000007873 sieving Methods 0.000 claims abstract description 9
- 239000007864 aqueous solution Substances 0.000 claims abstract description 8
- 239000011261 inert gas Substances 0.000 claims abstract description 7
- 238000002156 mixing Methods 0.000 claims abstract description 7
- 238000010298 pulverizing process Methods 0.000 claims abstract description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 3
- 235000021388 linseed oil Nutrition 0.000 claims description 33
- 239000000944 linseed oil Substances 0.000 claims description 33
- 239000007788 liquid Substances 0.000 claims description 13
- 238000005119 centrifugation Methods 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- LQRJAEQXMSMEDP-XCHBZYMASA-N peptide a Chemical compound N([C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](C)C(=O)NCCCC[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CC=1C2=CC=CC=C2NC=1)NC(=O)C(\NC(=O)[C@@H](CCCCN)NC(=O)CNC(C)=O)=C/C=1C=CC=CC=1)C(N)=O)C(=O)C(\NC(=O)[C@@H](CCCCN)NC(=O)CNC(C)=O)=C\C1=CC=CC=C1 LQRJAEQXMSMEDP-XCHBZYMASA-N 0.000 claims description 8
- 230000003064 anti-oxidating effect Effects 0.000 claims description 7
- 238000000956 solid--liquid extraction Methods 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 3
- 238000003811 acetone extraction Methods 0.000 claims description 2
- 238000012216 screening Methods 0.000 claims 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract description 15
- 230000003647 oxidation Effects 0.000 abstract description 11
- 238000007254 oxidation reaction Methods 0.000 abstract description 11
- 238000004440 column chromatography Methods 0.000 abstract description 3
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 2
- 231100000331 toxic Toxicity 0.000 abstract description 2
- 230000002588 toxic effect Effects 0.000 abstract description 2
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 description 6
- 230000003078 antioxidant effect Effects 0.000 description 6
- 230000006698 induction Effects 0.000 description 6
- 239000007791 liquid phase Substances 0.000 description 6
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 206010028980 Neoplasm Diseases 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 125000001360 methionine group Chemical group N[C@@H](CCSC)C(=O)* 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 230000035790 physiological processes and functions Effects 0.000 description 2
- 229920001184 polypeptide Polymers 0.000 description 2
- 102000004196 processed proteins & peptides Human genes 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 201000001320 Atherosclerosis Diseases 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 1
- 206010027304 Menopausal symptoms Diseases 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 208000001132 Osteoporosis Diseases 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 239000003429 antifungal agent Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 239000012496 blank sample Substances 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 201000011510 cancer Diseases 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 235000013402 health food Nutrition 0.000 description 1
- 239000005556 hormone Substances 0.000 description 1
- 229940088597 hormone Drugs 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000002555 ionophore Substances 0.000 description 1
- 230000000236 ionophoric effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 238000012417 linear regression Methods 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- -1 phenyl-hexyl Chemical group 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 108700012359 toxins Proteins 0.000 description 1
- 238000000825 ultraviolet detection Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/14—Extraction; Separation; Purification
- C07K1/145—Extraction; Separation; Purification by extraction or solubilisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Analytical Chemistry (AREA)
- Peptides Or Proteins (AREA)
Abstract
Description
Claims (9)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202110293927.9A CN113105523B (zh) | 2021-03-19 | 2021-03-19 | 一种低环肽a含量的亚麻籽环肽混合物的制备方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN202110293927.9A CN113105523B (zh) | 2021-03-19 | 2021-03-19 | 一种低环肽a含量的亚麻籽环肽混合物的制备方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN113105523A CN113105523A (zh) | 2021-07-13 |
CN113105523B true CN113105523B (zh) | 2023-10-10 |
Family
ID=76711741
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN202110293927.9A Active CN113105523B (zh) | 2021-03-19 | 2021-03-19 | 一种低环肽a含量的亚麻籽环肽混合物的制备方法 |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN113105523B (zh) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114947092B (zh) * | 2022-06-16 | 2023-12-15 | 暨南大学 | 一种具有良好口感亚麻籽的烘焙方法 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101945888A (zh) * | 2007-12-21 | 2011-01-12 | 萨斯喀彻温大学 | 从油回收疏水性肽 |
WO2013091070A1 (en) * | 2011-12-19 | 2013-06-27 | Martin John Reaney | Cyclic peptide mixtures from flaxseed and uses thereof |
CN108329376A (zh) * | 2018-03-30 | 2018-07-27 | 广州利众生物科技有限公司 | 一种从亚麻籽油中回收疏水性环肽的方法 |
CN108853193A (zh) * | 2018-08-02 | 2018-11-23 | 广州利众生物科技有限公司 | 一种亚麻籽粕提取物及应用 |
CN108918715A (zh) * | 2018-07-20 | 2018-11-30 | 广州利众生物科技有限公司 | 一种检测亚麻籽油中环肽含量的方法 |
-
2021
- 2021-03-19 CN CN202110293927.9A patent/CN113105523B/zh active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101945888A (zh) * | 2007-12-21 | 2011-01-12 | 萨斯喀彻温大学 | 从油回收疏水性肽 |
WO2013091070A1 (en) * | 2011-12-19 | 2013-06-27 | Martin John Reaney | Cyclic peptide mixtures from flaxseed and uses thereof |
CN108329376A (zh) * | 2018-03-30 | 2018-07-27 | 广州利众生物科技有限公司 | 一种从亚麻籽油中回收疏水性环肽的方法 |
CN108918715A (zh) * | 2018-07-20 | 2018-11-30 | 广州利众生物科技有限公司 | 一种检测亚麻籽油中环肽含量的方法 |
CN108853193A (zh) * | 2018-08-02 | 2018-11-23 | 广州利众生物科技有限公司 | 一种亚麻籽粕提取物及应用 |
Non-Patent Citations (3)
Title |
---|
iCellular uptake of [1–9-NαC]-linusorb B2 and [1–9-NαC]-linusorb B3 isolated from flaxseed, and their antitumor activities in human gastric SGC-7901 cells;Xian-Guo Zou等;《Journal of Functional Foods》;20180822;第48卷;第692-703页 * |
乙醇萃取-HPLC法快速分析亚麻籽油中四种环肽研究;利嘉祥等;《粮食与食品工业》;20160415;第23卷(第02期);第8-12、18页 * |
高效液相色谱快速分析亚麻籽环肽条件研究;许趁心等;《中国油脂》;20200119;第45卷(第01期);第126-131页 * |
Also Published As
Publication number | Publication date |
---|---|
CN113105523A (zh) | 2021-07-13 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Guo et al. | Preparative isolation and purification of four flavonoids from the petals of Nelumbo nucifera by high‐speed counter‐current chromatography | |
CN113105523B (zh) | 一种低环肽a含量的亚麻籽环肽混合物的制备方法 | |
JP7305870B2 (ja) | テトラガロイルグルコースの製造方法 | |
CN101781344A (zh) | 一种橄榄叶提取物的制备方法 | |
CN105566414B (zh) | 从杨梅果肉中分离纯化四种黄酮糖苷的方法 | |
CN108059628A (zh) | 一种蓝莓花青素的快速制备方法 | |
CN109320571B (zh) | 提取木犀草素类化合物和菜蓟苦素的方法 | |
CN101322693B (zh) | 一种红花黄色素注射剂及其制备工艺 | |
CN107522684B (zh) | 一种高含量鳄梨果核原花青素的制备方法及其应用 | |
CN101899083B (zh) | 青钱柳酸a的制备方法 | |
CN110776541B (zh) | 一种槲皮素-3-龙胆二糖苷的制备方法及用途 | |
CN112321658B (zh) | 一种黑果腺肋花楸果中花色苷的提取方法 | |
CN109053834B (zh) | 一种蓝果忍冬中提取矢车菊素-3-葡萄糖苷的方法 | |
CN112646051A (zh) | 一种广东紫珠多糖的提取方法 | |
CN110922438A (zh) | 一种从金花茶中制备鞣花酸衍生物冲山茶苷的方法 | |
CN107936133B (zh) | 一种月见草叶多糖及其制备方法 | |
KR102025349B1 (ko) | 더덕에서 유래한 란세마사이드 a의 추출 방법 | |
CN109796538A (zh) | 提高条斑紫菜多糖生物活性的方法 | |
CN117402203B (zh) | 一种大蒜渣中降血脂型皂苷的提取与鉴定方法 | |
CN105982979B (zh) | 一种青刺尖嫩叶提取物及其制备方法和应用 | |
CN115044407B (zh) | 一种白背叶楤木挥发油及其制备方法与应用 | |
CN108822067A (zh) | 一种从葛花中制备鸢尾黄素的方法 | |
CN115746157B (zh) | 一种美味扇菇多糖及其制备方法和用途 | |
CN108383884B (zh) | 一种不稳定西红花苷的分离纯化方法 | |
CN110787107B (zh) | 一种重楼果壳提取物的制备方法及用途 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant | ||
TR01 | Transfer of patent right |
Effective date of registration: 20240222 Address after: No. 601 West Huangpu Avenue, Tianhe District, Guangzhou City, Guangdong Province, China, 510632, Building 641, Jinan University, Second Institute of Technology Patentee after: Cai Zizhe Country or region after: China Patentee after: Guangzhou Jinan University Science Park Management Co.,Ltd. Address before: 510632 No. 601, Whampoa Avenue, Tianhe District, Guangdong, Guangzhou Patentee before: Jinan University Country or region before: China |
|
TR01 | Transfer of patent right |