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About This Item
Linear Formula:
NH2CH2CONHCH2CONHCH2COOH
CAS Number:
Molecular Weight:
189.17
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
209-122-0
MDL number:
Beilstein/REAXYS Number:
1711130
Product Name
Gly-Gly-Gly,
InChI key
XKUKSGPZAADMRA-UHFFFAOYSA-N
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)
SMILES string
NCC(=O)NCC(=O)NCC(O)=O
assay
≥98% (TLC)
form
powder
color
white
application(s)
peptide synthesis
Quality Level
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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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
Liang Ma et al.
Biochemistry, 49(9), 1954-1962 (2010-02-04)
To improve our understanding of the effects of small solutes on protein stability, we conducted atomistic simulations to quantitatively characterize the interactions between two broadly used small solutes, urea and glycine betaine (GB), and a triglycine peptide, which is a
Angelo Bella et al.
Angewandte Chemie (International ed. in English), 51(2), 428-431 (2011-11-25)
Two faces for one matrix: A single bifaceted cyclopeptide block forms highly branched, porous, and intricate fibrillar networks, which span microscopic dimensions and mimic the extracellular matrix to support cell growth and proliferation. The peptide block has two domains connected
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