A0878

Sigma-Aldrich

Ala-Gly

Synonym(s):
L-Alanyl-glycine
Linear Formula:
CH3CH(NH2)CONHCH2COOH
CAS Number:
Molecular Weight:
146.14
Beilstein/REAXYS Number:
1723438
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.26

assay

≥99% (TLC)

Quality Level

form

powder

color

white

storage temp.

−20°C

SMILES string

C[C@H](N)C(=O)NCC(O)=O

InChI

1S/C5H10N2O3/c1-3(6)5(10)7-2-4(8)9/h3H,2,6H2,1H3,(H,7,10)(H,8,9)/t3-/m0/s1

InChI key

CXISPYVYMQWFLE-VKHMYHEASA-N

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Biochem/physiol Actions

L-alanylglycine is a simple nutritional dipeptide also used for physical chemistry studies such as hydrogen bonding and heavy metal complexation.
Alanyl dipeptides such as ala-leu, ala-lys, ala-gly, ala-pro, ala-tyr and ala-phe may be used in physicochemical studies or to evaluate dipeptide separation technologies. Alanyl dipeptides may also be used for studying cell uptake mechanisms, dipeptide metabolism or cell growth supplementation benefits.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A0878.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Masatoshi Watabe et al.
Journal of inorganic biochemistry, 100(10), 1653-1659 (2006-07-22)
We prepared platinum(IV) complexes containing dipeptide and diimine or diamine, the [PtCl(dipeptide-N,N,O)(diimine or diamine)]Cl complex, where -N,N,O means dipeptide coordinated as a tridentate chelate, dipeptide=glycylglycine (NH(2)CH(2)CON(-)CH(2)COO(-), digly, where two protons of dipeptide are detached when the dipeptide coordinates to metal...
Analysis of vibrational spectra of L-alanylglycine based on density functional theory calculations.
Padmaja L, Ravikumar C, James C, et al.
Spectrochimica Acta Part A: Molecular Spectroscopy, 71, 252-262 (2008)
P R Vasos et al.
Proceedings of the National Academy of Sciences of the United States of America, 106(44), 18469-18473 (2009-10-21)
Major breakthroughs have recently been reported that can help overcome two inherent drawbacks of NMR: the lack of sensitivity and the limited memory of longitudinal magnetization. Dynamic nuclear polarization (DNP) couples nuclear spins to the large reservoir of electrons, thus...
[Interaction of poly-DL-alanylglycine with a phospholipid membrane].
E N Zvonkova et al.
Doklady Akademii nauk SSSR, 259(3), 726-727 (1981-01-01)
Gregory A Barding et al.
Journal of proteome research, 12(2), 898-909 (2012-12-05)
Natural disasters such as drought, extreme temperatures, and flooding can severely impact crop production. Understanding the metabolic response of crops threatened with these disasters provides insights into biological response mechanisms that can influence survival. In this study, a comparative analysis...

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