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G5149

Sigma-Aldrich

Gly-Gln monohydrate

≥97% (HPLC), powder

Synonym(s):

Glycyl-L-glutamine

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$79.30
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$281.00

$79.30

Available to ship onApril 08, 2025Details

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1 G
$79.30
5 G
$281.00

About This Item

Empirical Formula (Hill Notation):
C7H13N3O4 · H2O
CAS Number:
172669-64-6
Molecular Weight:
221.21
MDL number:
MFCD00150855
UNSPSC Code:
12352209
PubChem Substance ID:
24895200
NACRES:
NA.32

$79.30

Available to ship onApril 08, 2025Details

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Product Name

Gly-Gln monohydrate, ≥97% (HPLC)

Quality Level

300

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.[1]
Glycyl-glutamine is a dipeptide form of L-glutamine.[2] 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.[3]

Application

Gly-Gln monohydrate has been used:
  • as a supplement in Dulbecco′s modified Eagle medium (DMEM) to culture equine embryos[4]
  • as a supplement in DMEM/F-12 to culture cleaved horse embryos[5]
  • in the human tubal fluid (HTF) medium to study ammonium accumulation in commercially available embryo culture media during incubation and storage[2]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000424437
0000424437
0000416247
0000416247
0000391218

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Parish, D.C. and Smyth, D.G.
Biochemical Society Transactions, 10, 221-221 (1982)
Effects of glycyl-glutamine dipeptide supplementation on myocardial damage and cardiac function in rats after severe burn injury
Zhang Y, et al.
International Journal of Clinical and Experimental Pathology, 6, 821-821 (2013)
Ammonium accumulation in commercially available embryo culture media and protein supplements during storage at 2-8 C and during incubation at 37 C
Kleijkers SHM, et al.
Human Reproduction, 31, 1192-1199 (2016)
Culture protocols for horse embryos after ICSI: Effect of myo-inositol and time of media change
Brom-de-Luna JG, et al.
Animal Reproduction Science, 233, 106819-106819 (2021)
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
View All Related Papers

Articles

L-Glutamine in Cell Culture

Importance and uses of glutamine in hybridoma and mammalian cell culture

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