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G7251

Sigma-Aldrich

Glycine anhydride

cyclic dipeptide

Synonym(s):

2,5-Diketopiperazine, 2,5-Piperazinedione

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About This Item

Empirical Formula (Hill Notation):
C4H6N2O2
CAS Number:
106-57-0
Molecular Weight:
114.10
Beilstein/REAXYS Number:
112112
EC Number:
203-411-5
MDL number:
MFCD00006009
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24895298
NACRES:
NA.26

Quality Level

200

assay

≥99% (TLC)

form

powder

color

white

mp

>300 °C (lit.)

SMILES string

O=C1CNC(=O)CN1

InChI

1S/C4H6N2O2/c7-3-1-5-4(8)2-6-3/h1-2H2,(H,5,8)(H,6,7)

InChI key

BXRNXXXXHLBUKK-UHFFFAOYSA-N

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Application


  • Oxidation of cyclic dipeptides by photoinduced H-atom abstraction. A laser flash FT EPR and optical spectroscopy study.: The study examines the oxidation processes of cyclic dipeptides, focusing on the role of glycine anhydride in photoinduced hydrogen atom abstraction reactions (Tarábek et al., 2007).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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A K Szardenings et al.
Journal of medicinal chemistry, 41(13), 2194-2200 (1998-06-19)
The discovery of a novel series of heterocyclic matrix metalloproteinase (MMPs) inhibitors is described. Published crystal structures of peptidyl hydroxamates bound to MMPs were the basis for the rational design of diketopiperazine (DKP) inhibitors. Combinatorial libraries were prepared and evaluated
Liyun Zhang et al.
Amino acids, 43(1), 279-287 (2011-09-16)
Cyclic dipeptides, due to their chemical properties and various bioactivities, are very attractive for medicinal chemistry. Fragmentations of three simple cyclic dipeptides including cyclo(Gly-Gly), cyclo(Ala-Ala) and cyclo(Gly-Val) in the gas-phase are determined with synchrotron vacuum ultraviolet (VUV) photoionization mass spectrometry
R Shukla et al.
Peptides, 15(8), 1471-1474 (1994-01-01)
Central administration of exogenous cyclo(His-Pro) (CHP) is known to produce hypothermia in rodents. In the present study, we examined the role of endogenous CHP in cold-induced hypothermia in the desert rat, Mastomys natalensis. The results of these studies show that
M Prudel et al.
Die Nahrung, 29(4), 381-389 (1985-01-01)
A HPLC method for the determination of Usal (Aspartame hydrochloride, L-aspartyl-L-phenylalanine methyl ester hydrochloride) and its decomposition products was elaborated. Aspartic acid, phenylalanine, phenylalanine methyl ester, aspartyl-phenylalanine, phenylalanyl-aspartic acid, 5-benzyl-3,6-dioxo-2-piperazineacetic acid (DOP) and Usal were separated on Separon SI C-18.
J Haginaka et al.
The Journal of pharmacy and pharmacology, 38(3), 225-226 (1986-03-01)
A sensitive, high-performance liquid chromatographic method has been developed for the determination of piperazine-2,5-dione, a new metabolite of ampicillin, in human urine. Piperazine-2,5-dione was separated from human urine on a C18-column using phosphate buffer-methanol (pH 3.5) as eluent. Subsequently, the
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