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Key Documents

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:
Molecular Weight:
189.17
Beilstein:
1711130
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

Product Name

Gly-Gly-Gly,

Assay

≥98% (TLC)

Quality Level

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

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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
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
Chi-Kit Siu et al.
Journal of the American Society for Mass Spectrometry, 20(6), 996-1005 (2009-03-04)
Fragmentations of tautomers of the alpha-centered radical triglycine radical cation, [GGG(*)](+), [GG(*)G](+), and [G(*)GG](+), are charge-driven, giving b-type ions; these are processes that are facilitated by a mobile proton, as in the fragmentation of protonated triglycine (Rodriquez, C. F. et
Sudipta Chakraborty et al.
Bioconjugate chemistry, 21(5), 969-978 (2010-04-15)
This report presents the synthesis and evaluation of (111)In(DOTA-6G-RGD(4)) (DOTA = 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetracetic acid; 6G-RGD(4) = E{G(3)-E[G(3)-c(RGDfK)](2)}(2) and G(3) = Gly-Gly-Gly), (111)In(DOTA-RGD(4)) (RGD(4) = E{E[c(RGDfK)](2)}(2)) and (111)In(DOTA-3G-RGD(2)) (3G-RGD(2) = G(3)-E[G(3)-c(RGDfK)](2)) as new radiotracers for imaging integrin alpha(v)beta(3)-positive tumors. The IC(50) values
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)

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