G5149
Gly-Gln monohydrate
≥97% (HPLC), powder
Synonym(s):
Glycyl-L-glutamine
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About This Item
Empirical Formula (Hill Notation):
C7H13N3O4 · H2O
CAS Number:
Molecular Weight:
221.21
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32
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Product Name
Gly-Gln monohydrate, ≥97% (HPLC)
Quality Level
Assay
≥97% (HPLC)
storage temp.
−20°C
SMILES string
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
InChI key
KLFWVRQACSYLOH-WCCKRBBISA-N
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Amino Acid Sequence
Gly-Gln
General description
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
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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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)
Articles
Importance and uses of glutamine in hybridoma and mammalian cell culture
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