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G7251

Sigma-Aldrich

Glycine anhydride

≥99% (TLC)

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:
112112
EC Number:
203-411-5
MDL number:
MFCD00006009
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24895298
NACRES:
NA.26
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Product Name

Glycine anhydride, cyclic dipeptide

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 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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Certificates of Analysis (COA)

Lot/Batch Number
0000402390
0000389449
0000360580
0000362114
0000310423

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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
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
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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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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