CN111925411B - 一种含有Cys-Ser的高锌螯合活性锌螯合肽及其应用 - Google Patents
一种含有Cys-Ser的高锌螯合活性锌螯合肽及其应用 Download PDFInfo
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- CN111925411B CN111925411B CN202010850726.XA CN202010850726A CN111925411B CN 111925411 B CN111925411 B CN 111925411B CN 202010850726 A CN202010850726 A CN 202010850726A CN 111925411 B CN111925411 B CN 111925411B
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- cys
- zinc
- ser
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- peptide
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- 108090000765 processed proteins & peptides Proteins 0.000 title claims abstract description 103
- 239000011701 zinc Substances 0.000 title claims abstract description 81
- 229910052725 zinc Inorganic materials 0.000 title claims abstract description 81
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title claims abstract description 78
- 230000000694 effects Effects 0.000 title claims abstract description 18
- YXQDRIRSAHTJKM-IMJSIDKUSA-N Cys-Ser Chemical compound SC[C@H](N)C(=O)N[C@@H](CO)C(O)=O YXQDRIRSAHTJKM-IMJSIDKUSA-N 0.000 title claims abstract description 12
- CMYVIUWVYHOLRD-ZLUOBGJFSA-N Cys-Ser-Ala Chemical compound [H]N[C@@H](CS)C(=O)N[C@@H](CO)C(=O)N[C@@H](C)C(O)=O CMYVIUWVYHOLRD-ZLUOBGJFSA-N 0.000 claims abstract description 15
- LBCAQRFTWMMWRR-CIUDSAMLSA-N His-Cys-Ser Chemical compound [H]N[C@@H](CC1=CNC=N1)C(=O)N[C@@H](CS)C(=O)N[C@@H](CO)C(O)=O LBCAQRFTWMMWRR-CIUDSAMLSA-N 0.000 claims abstract description 15
- 230000010736 Chelating Activity Effects 0.000 claims abstract description 13
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 5
- 239000013522 chelant Substances 0.000 claims description 3
- 238000010532 solid phase synthesis reaction Methods 0.000 claims description 3
- 102000004196 processed proteins & peptides Human genes 0.000 abstract description 27
- 229940091251 zinc supplement Drugs 0.000 abstract description 8
- 238000010521 absorption reaction Methods 0.000 abstract description 4
- 239000000047 product Substances 0.000 abstract description 4
- 125000003275 alpha amino acid group Chemical group 0.000 abstract 1
- COLJZWUVZIXSSS-CIUDSAMLSA-N Ser-Cys-His Chemical compound C1=C(NC=N1)C[C@@H](C(=O)O)NC(=O)[C@H](CS)NC(=O)[C@H](CO)N COLJZWUVZIXSSS-CIUDSAMLSA-N 0.000 description 17
- AUFACLFHBAGZEN-ZLUOBGJFSA-N Ala-Ser-Cys Chemical compound N[C@@H](C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CS)C(=O)O AUFACLFHBAGZEN-ZLUOBGJFSA-N 0.000 description 15
- BCWIFCLVCRAIQK-ZLUOBGJFSA-N Cys-Ser-Cys Chemical compound C([C@@H](C(=O)N[C@@H](CS)C(=O)O)NC(=O)[C@H](CS)N)O BCWIFCLVCRAIQK-ZLUOBGJFSA-N 0.000 description 15
- LOKXAXAESFYFAX-CIUDSAMLSA-N Ser-His-Cys Chemical compound OC[C@H](N)C(=O)N[C@H](C(=O)N[C@@H](CS)C(O)=O)CC1=CN=CN1 LOKXAXAESFYFAX-CIUDSAMLSA-N 0.000 description 15
- WAJDEKCJRKGRPG-CIUDSAMLSA-N Cys-His-Ser Chemical compound C1=C(NC=N1)C[C@@H](C(=O)N[C@@H](CO)C(=O)O)NC(=O)[C@H](CS)N WAJDEKCJRKGRPG-CIUDSAMLSA-N 0.000 description 13
- BKOKTRCZXRIQPX-ZLUOBGJFSA-N Ser-Ala-Cys Chemical compound C[C@@H](C(=O)N[C@@H](CS)C(=O)O)NC(=O)[C@H](CO)N BKOKTRCZXRIQPX-ZLUOBGJFSA-N 0.000 description 13
- 239000007788 liquid Substances 0.000 description 13
- 238000001819 mass spectrum Methods 0.000 description 13
- HWPXGQCMZITGFN-XVYDVKMFSA-N Ala-Cys-His Chemical compound C[C@@H](C(=O)N[C@@H](CS)C(=O)N[C@@H](CC1=CN=CN1)C(=O)O)N HWPXGQCMZITGFN-XVYDVKMFSA-N 0.000 description 10
- 150000001413 amino acids Chemical group 0.000 description 7
- 230000009920 chelation Effects 0.000 description 7
- 229920001184 polypeptide Polymers 0.000 description 7
- 102100028735 Dachshund homolog 1 Human genes 0.000 description 6
- 101000915055 Homo sapiens Dachshund homolog 1 Proteins 0.000 description 6
- SSJXIUAHEKJCMH-UHFFFAOYSA-N cyclohexane-1,2-diamine Chemical compound NC1CCCCC1N SSJXIUAHEKJCMH-UHFFFAOYSA-N 0.000 description 6
- 240000002791 Brassica napus Species 0.000 description 5
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 235000018102 proteins Nutrition 0.000 description 5
- 102000004169 proteins and genes Human genes 0.000 description 5
- 108090000623 proteins and genes Proteins 0.000 description 5
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 125000003088 (fluoren-9-ylmethoxy)carbonyl group Chemical group 0.000 description 3
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- 235000021307 Triticum Nutrition 0.000 description 3
- 239000005018 casein Substances 0.000 description 3
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 3
- 235000021240 caseins Nutrition 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 239000013641 positive control Substances 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 2
- 235000001543 Corylus americana Nutrition 0.000 description 2
- 241000238557 Decapoda Species 0.000 description 2
- 108010001441 Phosphopeptides Proteins 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 108010009736 Protein Hydrolysates Proteins 0.000 description 2
- 241001676702 Thamnaconus modestus Species 0.000 description 2
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- 235000021190 leftovers Nutrition 0.000 description 2
- 235000013372 meat Nutrition 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000003531 protein hydrolysate Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 241001251200 Agelas Species 0.000 description 1
- SITWEMZOJNKJCH-WDSKDSINSA-N Ala-Arg Chemical compound C[C@H](N)C(=O)N[C@H](C(O)=O)CCCN=C(N)N SITWEMZOJNKJCH-WDSKDSINSA-N 0.000 description 1
- ZNYKKCADEQAZKA-FXQIFTODSA-N Asn-Ser-Met Chemical compound [H]N[C@@H](CC(N)=O)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCSC)C(O)=O ZNYKKCADEQAZKA-FXQIFTODSA-N 0.000 description 1
- 108091005658 Basic proteases Proteins 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108010024636 Glutathione Proteins 0.000 description 1
- CLNSYANKYVMZNM-UWVGGRQHSA-N Gly-Lys-Arg Chemical compound NCCCC[C@H](NC(=O)CN)C(=O)N[C@H](C(O)=O)CCCN=C(N)N CLNSYANKYVMZNM-UWVGGRQHSA-N 0.000 description 1
- SITWEMZOJNKJCH-UHFFFAOYSA-N L-alanine-L-arginine Natural products CC(N)C(=O)NC(C(O)=O)CCCNC(N)=N SITWEMZOJNKJCH-UHFFFAOYSA-N 0.000 description 1
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- 108091023040 Transcription factor Proteins 0.000 description 1
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- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
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- 238000013461 design Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 description 1
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- 229910021645 metal ion Inorganic materials 0.000 description 1
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- 230000004770 neurodegeneration Effects 0.000 description 1
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- JBQYATWDVHIOAR-UHFFFAOYSA-N tellanylidenegermanium Chemical compound [Te]=[Ge] JBQYATWDVHIOAR-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229910021655 trace metal ion Inorganic materials 0.000 description 1
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- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0821—Tripeptides with the first amino acid being heterocyclic, e.g. His, Pro, Trp
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/08—Tripeptides
- C07K5/0802—Tripeptides with the first amino acid being neutral
- C07K5/0804—Tripeptides with the first amino acid being neutral and aliphatic
- C07K5/081—Tripeptides with the first amino acid being neutral and aliphatic the side chain containing O or S as heteroatoms, e.g. Cys, Ser
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Molecular Biology (AREA)
- Genetics & Genomics (AREA)
- Biophysics (AREA)
- Biochemistry (AREA)
- Obesity (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Nutrition Science (AREA)
- Peptides Or Proteins (AREA)
Abstract
Description
Claims (3)
Priority Applications (1)
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CN202010850726.XA CN111925411B (zh) | 2017-06-29 | 2017-06-29 | 一种含有Cys-Ser的高锌螯合活性锌螯合肽及其应用 |
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CN201710521185.4A CN107337709B (zh) | 2017-06-29 | 2017-06-29 | 一种高锌螯合活性锌螯合肽及其应用 |
CN202010850726.XA CN111925411B (zh) | 2017-06-29 | 2017-06-29 | 一种含有Cys-Ser的高锌螯合活性锌螯合肽及其应用 |
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CN201710521185.4A Division CN107337709B (zh) | 2017-06-29 | 2017-06-29 | 一种高锌螯合活性锌螯合肽及其应用 |
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CN111925411A CN111925411A (zh) | 2020-11-13 |
CN111925411B true CN111925411B (zh) | 2022-04-08 |
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CN201710521185.4A Active CN107337709B (zh) | 2017-06-29 | 2017-06-29 | 一种高锌螯合活性锌螯合肽及其应用 |
CN202010852039.1A Active CN112094316B (zh) | 2017-06-29 | 2017-06-29 | 一种Ser和Cys分列在两端的高锌螯合活性锌鳌合肽及其应用 |
CN202010850743.3A Active CN111909238B (zh) | 2017-06-29 | 2017-06-29 | 一种含有Ser-Cys的高锌螯合活性锌螯合肽及其应用 |
CN202010850726.XA Active CN111925411B (zh) | 2017-06-29 | 2017-06-29 | 一种含有Cys-Ser的高锌螯合活性锌螯合肽及其应用 |
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CN201710521185.4A Active CN107337709B (zh) | 2017-06-29 | 2017-06-29 | 一种高锌螯合活性锌螯合肽及其应用 |
CN202010852039.1A Active CN112094316B (zh) | 2017-06-29 | 2017-06-29 | 一种Ser和Cys分列在两端的高锌螯合活性锌鳌合肽及其应用 |
CN202010850743.3A Active CN111909238B (zh) | 2017-06-29 | 2017-06-29 | 一种含有Ser-Cys的高锌螯合活性锌螯合肽及其应用 |
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Families Citing this family (2)
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CN110438187A (zh) * | 2019-08-26 | 2019-11-12 | 大连工业大学 | 一种高水溶性牡蛎锌螯合肽的制备方法及其应用 |
CN111411139B (zh) * | 2020-03-02 | 2022-04-29 | 安徽省农业科学院农产品加工研究所 | 鳜鱼蛋白源的含半胱氨酸肽及其制备方法、含半胱氨酸肽-锌螯合物及其制备方法和应用 |
Citations (2)
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CN101951942A (zh) * | 2008-02-21 | 2011-01-19 | 健能万生物制药公司 | Mntf肽组合物及使用方法 |
CN102286105B (zh) * | 2011-06-14 | 2013-12-25 | 中国农业大学 | 芝麻蛋白源金属螯合肽与肽微量元素螯合物及其应用 |
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US20030130185A1 (en) * | 2000-09-29 | 2003-07-10 | David Bar-Or | Metal-binding compounds and uses therefor |
AU770999C (en) * | 1999-10-01 | 2005-04-21 | Ampio Pharmaceuticals, Inc. | Metal-binding compounds and uses therefor |
CN1307059A (zh) * | 2000-02-01 | 2001-08-08 | 上海生元基因开发有限公司 | 新的人包膜蛋白及其编码序列 |
EP1300418A1 (en) * | 2001-10-04 | 2003-04-09 | Erasmus Universiteit Rotterdam | Gene regulation by oligopeptides |
CN1355229A (zh) * | 2000-12-01 | 2002-06-26 | 复旦大学 | 一种新的多肽——剪接因子SF3a6011.11和编码这种多肽的多核苷酸 |
JP2005501220A (ja) * | 2000-12-19 | 2005-01-13 | パラチン テクノロジーズ インク. | ペプチドおよび蛋白質の標的特異的折りたたみ部位の識別 |
SE0102298D0 (sv) * | 2001-06-27 | 2001-06-27 | Astrazeneca Ab | Crystal structure of enzyme and uses thereof |
US7799561B2 (en) * | 2002-06-12 | 2010-09-21 | Sigma-Aldrich, Co. | Affinity peptides and method for purification of recombinant proteins |
GB0623357D0 (en) * | 2006-11-22 | 2007-01-03 | Karus Therapeutics Ltd | Chemical compounds |
KR20140001257A (ko) * | 2008-05-13 | 2014-01-06 | 유니버시티 오브 캔사스 | 금속 추출 펩타이드(map) 태그 및 관련된 방법 |
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- 2017-06-29 CN CN202010852039.1A patent/CN112094316B/zh active Active
- 2017-06-29 CN CN202010850743.3A patent/CN111909238B/zh active Active
- 2017-06-29 CN CN202010850726.XA patent/CN111925411B/zh active Active
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Also Published As
Publication number | Publication date |
---|---|
CN111909238B (zh) | 2022-04-08 |
CN112094316B (zh) | 2022-04-08 |
CN112094316A (zh) | 2020-12-18 |
CN107337709B (zh) | 2021-03-02 |
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