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C2374

Sigma-Aldrich

Cyclo-Gly-Pro

≥98% (GC/HPLC)

Synonym(s):

(S)-3,6-Dioxohexahydropyrrolo[1,2-a]pyrazine, Glycyl-L-proline lactam, cyclo-GP, cyclo-Glycyl-L-Proline, cyclo-L-prolylglycine

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25 G
¥577.98
250 G
¥2,076.21
10 KG
¥49,223.06

¥577.98

Estimated to ship on2025年5月30日Details

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25 G
¥577.98
250 G
¥2,076.21
10 KG
¥49,223.06

About This Item

Empirical Formula (Hill Notation):
C7H10N2O2
CAS Number:
3705-27-9
Molecular Weight:
154.17
MDL number:
MFCD01083707
UNSPSC Code:
12352200
PubChem Substance ID:
329774997
NACRES:
NA.32

¥577.98

Estimated to ship on2025年5月30日Details

Request a Bulk Order

Quality Level

100

Assay

≥98% (GC/HPLC)

form

powder

solubility

DMSO: >10 mg/mL

storage temp.

−20°C

SMILES string

O=C1CNC(=O)C2CCCN12

InChI

1S/C7H10N2O2/c10-6-4-8-7(11)5-2-1-3-9(5)6/h5H,1-4H2,(H,8,11)

InChI key

OWOHLURDBZHNGG-UHFFFAOYSA-N

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Show Differences

1 of 4

This Item
B4554B9879391334
N,N-Bis(2-hydroxyethyl)-2-aminoethanesulfonic acid pKa (20 °C)7.15, ≥99% (alkalimetric)

115228

N,N-Bis(2-hydroxyethyl)-2-aminoethanesulfonic acid

BES BioPerformance Certified, suitable for cell culture, ≥99.0%

B4554

BES

BES ≥99.0% (titration)

B9879

BES

BES ULTROL® Grade, ≥99% dry basis (titration), zwitterionic N-substituted aminosulfonic acid buffer

391334

BES

Quality Level

100

Quality Level

-

Quality Level

400

Quality Level

100

form

solid

form

crystalline

form

crystalline

form

solid

pKa (20 °C)

7.15

pKa (20 °C)

-

pKa (20 °C)

-

pKa (20 °C)

7.12

storage temp.

2-30°C

storage temp.

room temp

storage temp.

room temp

storage temp.

15-25°C

Biochem/physiol Actions

Cyclo-Gly-Pro is a neuro-protective compound, an endogenous diketopiperazine, which enhances memory. In the animal model of PD, the compound improved functional recovery when administered after the onset of dyskinesia. It appears that the compound recovery function may result from non-proliferative neurogenesis that results from the inhibition of apoptosis of stem cells and/or the promotion of neuronal-orientated proliferation in the SVZ (subventricular zone).
Cyclo-Gly-Pro is a neuro-protective compound.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    0000165003
    0000157266
    099K4709V
    0000157266
    0000165003

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    J Guan et al.
    Neuropharmacology, 53(6), 749-762 (2007-10-02)
    The current study describes the neuroprotective effects of an endogenous diketopiperazine, cyclo-glycyl-proline (cyclic GP), in rats with hypoxic-ischemic brain injury and the pre-clinical development of an analogue, cyclo-L-glycyl-L-2-allylproline (NNZ 2591), modified for improved bioavailability. The compounds were given either intracerebroventricularly
    Douglas R Houston et al.
    Journal of medicinal chemistry, 47(23), 5713-5720 (2004-10-29)
    Family 18 chitinases play an essential role in a range of pathogens and pests. Several inhibitors are known, including the potent inhibitors argadin and allosamidin, and the structures of these in complex with chitinases have been elucidated. Recent structural analysis
    J Tritt-Goc et al.
    International journal of peptide and protein research, 34(4), 299-305 (1989-10-01)
    The complexation of cyclo(Pro17O-Gly15N) and cyclo(Gly17O-Pro) with Co2+ ions has been studied by 17O, 14N and 15N n.m.r. spectroscopy in aqueous solution. 17O, 14N and 15N transverse relaxation times and chemical shifts were measured as a function of temperature. The
    F Sussman et al.
    Proceedings of the National Academy of Sciences of the United States of America, 86(20), 7880-7884 (1989-10-01)
    Calcium plays a crucial role in many cellular processes. Its functions are directly dependent on the high specificity for Ca2+ exhibited by the proteins and ion carriers that bind divalent ions. To elucidate the basis for this specificity we have
    Z-F Wu et al.
    Scandinavian journal of immunology, 76(2), 131-140 (2012-05-23)
    This study was undertaken to isolate active secondary metabolites from immunostimulatory Alcaligenes faecalis FY-3 and evaluate their activities using grass carp Ctenopharyngodon idella kidney (CIK) cells. By applying chromatography techniques and successive recrystallization, three purified metabolites were obtained and identified

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