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G1377

Sigma-Aldrich

Gly-Gly-Gly

≥98% (TLC)

Synonym(s):

Glycyl-glycyl-glycine, Triglycine

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About This Item

Linear Formula:
NH2CH2CONHCH2CONHCH2COOH
CAS Number:
556-33-2
Molecular Weight:
189.17
Beilstein:
1711130
EC Number:
209-122-0
MDL number:
MFCD00036223
UNSPSC Code:
12352209
PubChem Substance ID:
24895061
NACRES:
NA.26

product name

Gly-Gly-Gly,

Assay

≥98% (TLC)

form

powder

color

white

application(s)

peptide synthesis

SMILES string

NCC(=O)NCC(=O)NCC(O)=O

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)

InChI key

XKUKSGPZAADMRA-UHFFFAOYSA-N

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Amino Acid Sequence

Gly-Gly-Gly

Application

Triglycine (Gly-Gly-Gly) is used as a model peptide for studies of physicochemical parameters and molecular associations of small peptides. Triglycine is used as a copper chelator.

Biochem/physiol Actions

Substrate for reproducible serum protein measurements by the biuret reaction and for the assay of aminotripeptidases.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Blake E Ziegler et al.
The journal of physical chemistry. A, 114(44), 11953-11963 (2010-10-26)
Hydrogen/deuterium exchange reactions involving protonated triglycine and deuterated ammonia (ND(3)) have been examined in the gas phase using a Fourier transform ion cyclotron resonance (FT-ICR) mass spectrometer. Ab initio and density functional theory (DFT) calculations have been carried out to
S J Woltman et al.
Analytical chemistry, 67(3), 541-551 (1995-02-01)
The reversible electrochemistry of the Cu(II)/Cu(III) couple was investigated for the copper(II) complexes of triglycine (G3), tetraglycine (G4), and pentaglycine (G5) in alkaline solution using a rotating ring-disk electrode (RRDE). The study was motivated by the need to elucidate electrochemical
Avisek Chatterjee et al.
The Journal of chemical physics, 129(10), 105104-105104 (2008-12-03)
X-ray photoelectron spectroscopy (XPS) has been used to investigate the core-level electronic structures of glycine (G) and its peptides, including glycyl-glycine (GG), diglycyl-glycine (GGG), and polyglycine (poly-G), in their powder forms. Increasing the number of G units in the peptides
Dipositively charged protonated a3 and a2 ions: generation by fragmentation of [La(GGG)(CH3CN)2]3+.
Tujin Shi et al.
Angewandte Chemie (International ed. in English), 47(43), 8288-8291 (2008-09-26)
Craig P Schwartz et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(32), 14008-14013 (2010-07-28)
Nitrogen K-edge spectra of aqueous triglycine were measured using liquid microjets, and the effects of Hofmeister-active salts on the spectra were observed. Spectra simulated using density functional theory, sampled from room temperature classical molecular dynamics trajectories, capture all major features
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