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G7251

Sigma-Aldrich

Glycine anhydride

cyclic dipeptide

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Synonym(s):
2,5-Diketopiperazine, 2,5-Piperazinedione
Empirical Formula (Hill Notation):
C4H6N2O2
CAS Number:
Molecular Weight:
114.10
Beilstein:
112112
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

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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1 of 4

This Item
3206098.14160D160008
Glycine anhydride cyclic dipeptide

Sigma-Aldrich

G7251

Glycine anhydride

2,5-Piperazinedione for synthesis

Sigma-Aldrich

8.14160

2,5-Piperazinedione

form

powder

form

powder

form

powder

form

solid

color

white

color

-

color

-

color

-

mp

>300 °C (lit.)

mp

195 °C (dec.) (lit.)

mp

-

mp

144-146 °C (lit.)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

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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MMYOMAG-74K-13

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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
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
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.
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

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