CAS 556-33-2 Glycylglycylglycine (HCID 11161)

Overview

Glycyl-glycyl-glycine is a tripeptide in which three glycine units are linked via peptide bonds in a linear sequence. It is a tautomer of a Gly-Gly-Gly zwitterion.

Names & identifiers

Preferred name: Glycylglycylglycine
IUPAC: 2-[[2-[(2-aminoacetyl)amino]acetyl]amino]acetic acid
English name: Glycyl-glycyl-glycine
Molecular formula: C6H11N3O4
Molecular weight: 189.17

Names & synonyms

556-33-2GlycylglycylglycineGlycyl-glycyl-glycineTriglycineGly-Gly-Gly2-[[2-[(2-aminoacetyl)amino]acetyl]amino]acetic acidCVK73ZDQ8BNSC-46707CHEBI:63961DTXSID802041402-((2-((2-aminoacetyl)amino)acetyl)amino)acetic acid2-({2-[(2-AMINOACETYL)AMINO]ACETYL}AMINO)ACETIC ACID

Show more names

Gly-Gly-Gly-OHL-GLYCYL-GLYCYL-GLYCINEH2N-GGG-OHTripeptide-443-mer polyGlyTriglycine,99%

diglycyl-glycineGGG peptideRefChem:143968DTXCID801266312-((2-((2-azaniumylacetyl)amino)acetyl)amino)acetate209-122-0H-Gly-Gly-Gly-OHDiglycylglycine

Database identifiers

CAS: 556-33-2
PubChem CID: 11161
DTXSID: DTXSID80204140
ChEMBL: CHEMBL54278
ChEBI: CHEBI:63961
UNII: CVK73ZDQ8B
EC Number: 209-122-0
Nikkaji: J43.163J

Properties

Computed structural properties

XLogP: -3.6
Topological polar surface area: 122 Å²
Hydrogen bond donors: 4
Hydrogen bond acceptors: 5
Rotatable bonds: 5
Heavy atoms: 13
Formal charge: 0
Complexity: 216

Experimental & physicochemical properties

Chemical ClassesBiological Agents -> Amino Acids and Derivatives

LogP-2.68

Solubility58.5 mg/mL at 25 °C

Melting Point246 °C

Physical Description · 2 items

Crystals; [Alfa Aesar MSDS]

Solid

Dissociation Constants · 2 items

3.23

7.94

Physicochemical properties

Melting point: 240 · 240-250 °C
Boiling point: 324.41 °C · 324.41°C (rough estimate)
Density: 1.4204 · 1.4204 (rough estimate)
refractive index: 1.525 · 1.5250 (estimate)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: 2 O: · H2O: 0.5 M at 20 °C, clear, colorless
form: Solid
pka: 3.225 · 3.225(at 25℃)
color: White to Off-White
PH: 4.5 · 4.5-6.0 (25℃, 0.5M in H2O)
Water Solubility: Soluble in water (94.6 mg/ml at 20°C), methanol (50 mg/ml), and 80% acetic acid (50 mg/ml).
λmax: 260 nm · λ: 260 nm Amax: 0.15λ: 280 nm Amax: 0.10
Merck: 14 · 14,6579
BRN: 1711130 · 1711130
InChI: 1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)
InChIKey: XKUKSGPZAADMRA-UHFFFAOYSA-N
SMILES: NCC(=O)NCC(=O)NCC(O)=O
CAS DataBase Reference: 556 · 556-33-2(CAS DataBase Reference)
FDA UNII: 73 ZDQ8B · CVK73ZDQ8B
NIST Chemistry Reference: N-(N-Glycylglycyl)glycine(556-33-2)
UNSPSC Code: 41116107 · 41116107
NACRES: 26 · NA.26
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501
PPE: 95 · Eyeshields, Gloves, type N95 (US)
WGK Germany: 3 · 3
F: 3 · 3-10
HS Code: 29241990 · 29241990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Danger

H314 (33.3%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P261, P264, P264+P265, P271, P272, P273, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryMay cause irritation; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Corr. 1B (33.3%)

Safety data

F: 3-10
PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29241990
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm

Applications

UsesGlycyl-glycyl-glycine is used as a model peptide for studies of physicochemical parameters and molecular associations of small peptides. It is also used as a copper chelator and Substrate for tripeptide aminopeptidase.

General DescriptionGly-Gly-Gly or triglycine is a flexible peptide linker with three glycine residues linked by peptide bonds in a linear sequence. Gly-linkers link multiple domains in a single protein without affecting the function of each domain.

Upstream & downstream products

Downstream products

Boc-Gly-Gly-Gly-OH

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

T&W GROUP021-61551611 13296011611 · [email protected]

Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]

上海将来实业股份有限公司400-0066400 13621662912 · [email protected]

Additional notes

DefinitionChEBI: Glycyl-glycyl-glycine is a tripeptide in which three glycine units are linked via peptide bonds in a linear sequence. It is a tautomer of a Gly-Gly-Gly zwitterion.