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G5149

Sigma-Aldrich

Gly-Gln monohydrate

≥97% (HPLC), powder

Synonyme(s) :

Glycyl-L-glutamine

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About This Item

Formule empirique (notation de Hill):
C7H13N3O4 · H2O
Numéro CAS:
172669-64-6
Poids moléculaire :
221.21
Numéro MDL:
MFCD00150855
Code UNSPSC :
12352209
ID de substance PubChem :
24895200
Nomenclature NACRES :
NA.32

product name

Gly-Gln monohydrate, ≥97% (HPLC)

Pureté

≥97% (HPLC)

Température de stockage

−20°C

Chaîne SMILES 

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

InChI

1S/C7H13N3O4.H2O/c8-3-6(12)10-4(7(13)14)1-2-5(9)11;/h4H,1-3,8H2,(H2,9,11)(H,10,12)(H,13,14);1H2/t4-;/m0./s1

Clé InChI

KLFWVRQACSYLOH-WCCKRBBISA-N

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Amino Acid Sequence

Gly-Gln

Description générale

Glycyl-glutamine (gly-gln) is a dipeptide that is used as a substitute for glutamine in cell culture. Higher cell yields are obtained when this dipeptide is used instead of glutamine, where gly-gln affects substrate utilization and metabolism. Cell growth is higher as the concentrations of this dipeptide remain high, due to lower peptidase affinity.
Glycyl-glutamine is a dipeptide form of L-glutamine. Gly-Gln dipeptide exhibits enhanced solubility and thermostability. Moreover, this compound rapidly hydrolyzes into glutamine and glycine following intravenous infusion. Glycine can protect myocardial cells from ischemic injury by preventing cellular membrane permeability. Furthermore, the supplementation of glycyl-glutamine dipeptide proves advantageous for myocardial preservation in rats, as it enhances cardiocyte energy metabolism and augments ATP and glutathione synthesis.

Application

Gly-Gln monohydrate has been used:
  • as a supplement in Dulbecco′s modified Eagle medium (DMEM) to culture equine embryos
  • as a supplement in DMEM/F-12 to culture cleaved horse embryos
  • in the human tubal fluid (HTF) medium to study ammonium accumulation in commercially available embryo culture media during incubation and storage

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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A Christie et al.
Journal of biotechnology, 37(3), 277-290 (1994-11-15)
A murine hybridoma (CC9C10) was grown in media containing alanyl-glutamine (ala-gln) or glycyl-glutamine (gly-gln) as a substitute for glutamine. High cell yields were obtained in the presence of 6 mM ala-gln or 20 mM gly-gln. The final cell yield in
Parish, D.C. and Smyth, D.G.
Biochemical Society Transactions, 10, 221-221 (1982)
Sander H M Kleijkers et al.
Human reproduction (Oxford, England), 31(6), 1192-1199 (2016-04-08)
Does ammonium accumulate in commercially available culture media and protein supplements used for in vitro development of human pre-implantation embryos during storage and incubation? Ammonium accumulates in ready-to-use in vitro fertilization (IVF) culture media during storage at 2-8°C and in
D C Parish et al.
Nature, 306(5940), 267-270 (1983-11-17)
The primary mechanism of activation of intracellular prohormones seems to involve proteolytic cleavage at sequences of consecutive basic residues. Thus, all the known biologically active peptides derived from the prohormone of corticotropin and beta-endorphin appear to be excised initially by
E Roth et al.
In vitro cellular & developmental biology : journal of the Tissue Culture Association, 24(7), 696-698 (1988-07-01)
The instability of the amino acid glutamine prompted us to investigate substitute compounds appropriate for culture conditions. The effect of two glutamine-containing dipeptides, alanylglutamine (Ala-Gln) and glycylglutamine (Gly-Gln), on the growth behavior of a hematopoietic cell line in culture (K562)
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Articles

L-Glutamine in Cell Culture

Importance and uses of glutamine in hybridoma and mammalian cell culture

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