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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H10N2O3
Molecular Weight 146.1445
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of D-GLUTAMINE

SMILES

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

InChI

InChIKey=ZDXPYRJPNDTMRX-GSVOUGTGSA-N
InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m1/s1

HIDE SMILES / InChI

Molecular Formula C5H10N2O3
Molecular Weight 146.1445
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

D-glutamine is an unnatural D type stereoisomer of glutamine which is one of the 20 amino acids encoded by the standard genetic code.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
It was evaluated the effects of the interaction between mechanical strain and glutamine supplementation in human Caco-2 intestinal epithelial cells, and pursued the finding of equivalent effects of L- and D-glutamine in Caco-2, HT-29, and primary malignant human colonocytes. Caco-2 cells were subjected to repetitive strain in media containing 2 mmol/L of L-glutamine and media supplemented with L- or D-glutamine. Deformation at 10 cpm and L-glutamine supplementation from 2 to 5 mmol/L concentrations independently stimulated Caco-2 proliferation; the combination further increased proliferation. D-Glutamine supplementation yielded similar results, although with lesser potency. Furthermore, both L- and D-glutamine equivalently reduced Caco-2 dipeptidyl dipeptidase activity. The effects of each isoform were blocked by 1 to 3 mmol/L acivicin, a selective antagonist of glutamine metabolism.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:52:43 UTC 2023
Edited
by admin
on Sat Dec 16 08:52:43 UTC 2023
Record UNII
63HB36CA2Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
D-GLUTAMINE
Systematic Name English
GLUTAMINE, D-
Systematic Name English
Code System Code Type Description
PUBCHEM
145815
Created by admin on Sat Dec 16 08:52:43 UTC 2023 , Edited by admin on Sat Dec 16 08:52:43 UTC 2023
PRIMARY
FDA UNII
63HB36CA2Y
Created by admin on Sat Dec 16 08:52:43 UTC 2023 , Edited by admin on Sat Dec 16 08:52:43 UTC 2023
PRIMARY
CHEBI
58000
Created by admin on Sat Dec 16 08:52:43 UTC 2023 , Edited by admin on Sat Dec 16 08:52:43 UTC 2023
PRIMARY
DRUG BANK
DB02174
Created by admin on Sat Dec 16 08:52:43 UTC 2023 , Edited by admin on Sat Dec 16 08:52:43 UTC 2023
PRIMARY
CAS
5959-95-5
Created by admin on Sat Dec 16 08:52:43 UTC 2023 , Edited by admin on Sat Dec 16 08:52:43 UTC 2023
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CHEBI
48097
Created by admin on Sat Dec 16 08:52:43 UTC 2023 , Edited by admin on Sat Dec 16 08:52:43 UTC 2023
PRIMARY
CHEBI
17061
Created by admin on Sat Dec 16 08:52:43 UTC 2023 , Edited by admin on Sat Dec 16 08:52:43 UTC 2023
PRIMARY
EPA CompTox
DTXSID6046345
Created by admin on Sat Dec 16 08:52:43 UTC 2023 , Edited by admin on Sat Dec 16 08:52:43 UTC 2023
PRIMARY