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((2-Amino-3-((2-amino-3-((carboxymethyl)amino)-3-oxopropyl)dithio)propanoyl)amino)acetic acid

HCID 333293
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
7729-20-6
Standard SMILES
NC(CSSCC(N)C(=O)NCC(=O)O)C(=O)NCC(=O)O
InChIKey
KDJVKDYFFTWHBO-UHFFFAOYSA-N
Molecular formula
C10H18N4O6S2
Average molar mass
354.4 g/mol
Monoisotopic mass
354.06677665

Overview

Cys-Gly disulfide is an organic disulfide obtained by the oxidation of two Cys-Gly molecules which are then linked via a disulfide bond. It is an organic disulfide and a dipeptide. It is functionally related to a cystine. It is a tautomer of a Cys-Gly disulfide dizwitterion.

Names & identifiers

Preferred name
((2-Amino-3-((2-amino-3-((carboxymethyl)amino)-3-oxopropyl)dithio)propanoyl)amino)acetic acid
IUPAC
2-[[2-amino-3-[[2-amino-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]propanoyl]amino]acetic acid
English name
(H-Cys-Gly-OH)2
Molecular formula
C10H18N4O6S2
Molecular weight
354.4

Names & synonyms

7729-20-6((2-Amino-3-((2-amino-3-((carboxymethyl)amino)-3-oxopropyl)dithio)propanoyl)amino)acetic acidNSC333711(H-Cys-Gly-OH)2 (Disulfide bond)NSC 3337112-[[2-amino-3-[[2-amino-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]propanoyl]amino]acetic acid(H-Cys-Gly-OH)2Cys-Gly, oxidisedCys(Cys-Gly)-GlyCys-Gly dimerCys-Gly disulfide(Cys-Gly)2
Show more names
1')-disulfideCYS[CYS-GLY]-GLYCys-Gly, oxidizedCystinyl-bis-glycineN,N'-L-CystyldiglycineL-CYSTINYL-BIS-GLYCINEOxidized cysteinylglycine
SCHEMBL14789149CHEBI:133040NSC-333711DA-52262FC1080172,2'-{disulfanediylbis[(2-amino-1-oxopropane-3,1-diyl)azanediyl]}diacetic acid2-[[2-amino-3-[[2-amino-3-(carboxymethylamino)-3-keto-propyl]disulfanyl]propanoyl]amino]acetic acid2-[[2-amino-3-[[2-amino-3-(carboxymethylamino)-3-oxo-propyl]disulfanyl]propanoyl]amino]acetic acid

Properties

Computed structural properties

XLogP
-7.6
Topological polar surface area
235 Ų
Hydrogen bond donors
6
Hydrogen bond acceptors
10
Rotatable bonds
11
Heavy atoms
22
Formal charge
0
Complexity
384

Physicochemical properties

Boiling point
788.5 · 788.5±60.0 °C(Predicted)
Density
1.535 · 1.535±0.06 g/cm3(Predicted)
storage temp.
20 °C · −20°C
solubility
PBS (pH 7.2): 1 mg/ml
form
A crystalline solid
pka
2.72 · 2.72±0.10(Predicted)
WGK Germany
3 · 3

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

wgk
3

Chemistry & industry

Applications · 1 item

DescriptionCystinyl-bis-glycine is a dipeptide intermediate in the synthesis of oxidized glutathione that is composed of two cysteinylglycine peptides linked by a disulfide bond. It is formed via nonenzymatic oxidation of cysteinylglycine, a glutathione catabolite produced by γ-glutamyl transpeptidase.

Suppliers30 total

Aladdin Scientific[email protected]
上海鸿肽生物科技有限公司15318089928 · [email protected]
梯希爱(上海)化工贸易有限公司021-61109150 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
NANJING YINGWEN BIOTECHNOLOGY CO LTD+8613382787392 · [email protected]
太原百利恒康生物技术有限公司19135651983 · [email protected]
康明永瑞生物科技(苏州)有限公司17751201929; 17751201929 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
上海阿拉丁生化科技股份有限公司6206333 13167063860 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
7729-20-6
PubChem CID
333293
ChEBI
CHEBI:133040
南京肽谷生物科技有限公司18115476705 · [email protected]
上海西陇生化科技有限公司021-52907766-8042
成都华纯科技有限公司400-1166-196 15982826727 · [email protected]
南京肽业生物科技有限公司025-58361106-805 15951641583 · [email protected]
上海尊理加生命科技有限公司021-34045219 13062664914 · [email protected]
江苏艾康生物医药研发有限公司025-58859352 17714375163 · [email protected]
湖北玖天生物医药科技有限公司027-88013699 17354350817 · [email protected]
南京源肽生物科技有限公司13357818155 · [email protected]
江西研肽生物医药科技有限公司13758194781; 13758194781 · [email protected]
上海瀚鸿科技股份有限公司021-54306202 18917919676 · [email protected]
ANHUI BYERSEN BIOTECH CO. LTD+8617355064950 · [email protected]
吉尔生化(上海)有限公司21-61263452 13641803416 · [email protected]
Nextpeptide Inc+86-0571-81612335 +8613336028439 · [email protected]
南京肽研生物科技有限公司19961912513 19941518170 · [email protected]
上海智溯科生物科技有限公司021-58056897 15399714481 · [email protected]
南昌探真生物技术有限公司13758194781 13173652190 · [email protected]
Nanjing TGpeptide+86-13347807150 · [email protected]
上海甄准生物科技有限公司18019219489 18901678489 · [email protected]
宝鸡缔都医药化工有限公司029-029-81148929 17792602132 · [email protected]

Additional notes

DefinitionChEBI: An organic disulfide obtained by the oxidation of two Cys-Gly molecules which are then linked via a disulfide bond.