N-Acetylglutamic acid

N-Acetylglutamic acid: N-Acetylglutamic acid

IUPAC name

2-Acetamidopentanedioic acid

Other names

Acetylglutamic acid
N-Acetylglutamic acid

Identifiers

Abbreviations N-Acetyl-Glu

NAcGlu
Ac-Glu-OH

CAS number 5817-08-3^Y, 1188-37-0 (2S), 19146-55-5 (2R)

PubChem 185, 70914 (2S), 1560015 (2R)

ChemSpider 180^Y, 64077 (2S)^Y, 1272049 (2R)^Y

EC number 227-388-6

DrugBank DB04075

KEGG C00624^Y

MeSH N-acetylglutamate

ChEBI CHEBI:17533^Y

3DMet B00147

Jmol-3D images Image 1
Image 2

SMILES

CC(=O)NC(CCC(O)=O)C(O)=O
O=C(NC(C(=O)O)CCC(=O)O)C

InChI

InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)^Y
Key: RFMMMVDNIPUKGG-UHFFFAOYSA-N^Y

Properties

Molecular formula C₇H₁₁NO₅

Molar mass 189.17 g mol⁻¹

Density 1 g/cm³

Melting point
191 - 194 °C

Solubility in water 36 g/l

Y acid (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

N-Acetylglutamic acid (abbreviated NAcGlu) is biosynthesized from glutamic acid and acetyl-CoA by the enzyme N-acetylglutamate synthase. Arginine is the activator for this reaction.

The reverse reaction, hydrolysis of the acetyl group, is catalyzed by a specific hydrolase.

NAcGlu activates carbamoyl phosphate synthetase in the urea cycle.

See also

Glutamate

Glutamic acid

External links

Diagram at biochemj.org

Categories:
Acetamides
Dicarboxylic acids
Amino acid derivatives
Organic compound stubs
Biochemistry stubs

N-Acetylglutamic acid

IUPAC name 2-Acetamidopentanedioic acid
Other names Acetylglutamic acid N-Acetylglutamic acid
Identifiers
Abbreviations	N-Acetyl-Glu NAcGlu Ac-Glu-OH
CAS number	5817-08-3^Y, 1188-37-0 (2S), 19146-55-5 (2R)
PubChem	185, 70914 (2S), 1560015 (2R)
ChemSpider	180^Y, 64077 (2S)^Y, 1272049 (2R)^Y
EC number	227-388-6
DrugBank	DB04075
KEGG	C00624^Y
MeSH	N-acetylglutamate
ChEBI	CHEBI:17533^Y
3DMet	B00147
Jmol-3D images	Image 1 Image 2
SMILES CC(=O)NC(CCC(O)=O)C(O)=O O=C(NC(C(=O)O)CCC(=O)O)C
InChI InChI=1S/C7H11NO5/c1-4(9)8-5(7(12)13)2-3-6(10)11/h5H,2-3H2,1H3,(H,8,9)(H,10,11)(H,12,13)^Y Key: RFMMMVDNIPUKGG-UHFFFAOYSA-N^Y
Properties
Molecular formula	C₇H₁₁NO₅
Molar mass	189.17 g mol⁻¹
Density	1 g/cm³
Melting point	191 - 194 °C
Solubility in water	36 g/l
Y acid (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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N-acetylglutamic acid — N acetilglutamo rūgštis statusas T sritis chemija formulė HOOCCH(NHCOCH₃)CH₂CH₂COOH atitikmenys: angl. N acetylglutamic acid rus. N ацетилглутаминовая кислота ryšiai: sinonimas – 2 etanoilaminopentano dirūgštis … Chemijos terminų aiškinamasis žodynas
N-acetylglutamic acid — N ac·e·tyl·glu·tam·ic ac·id (as″ə təl ) (as″ə tēl″gloo tamґik) glutamic acid acetylated at its N terminus, a necessary cofactor in the synthesis of carbamoyl phosphate catalyzed by carbamoyl phosphate… … Medical dictionary
Urea cycle — The urea cycle (also known as the ornithine cycle) is a cycle of biochemical reactions occurring in many animals that produces urea ((NH2)2CO) from ammonia (NH3). This cycle was the first metabolic cycle discovered (Hans Krebs and Kurt Henseleit … Wikipedia
N-acetylglutamate — The salt of N acetylglutamic acid. An activator of carbamoyl phosphate synthetase I during urea synthesis; this amino acid causes a configurational change in the enzyme, increasing the activity of that enzyme … Medical dictionary
N-Acetylglutamate synthase deficiency — Classification and external resources N Acetylglutamic acid OMIM 237310 … Wikipedia
N-acetilglutamo rūgštis — statusas T sritis chemija formulė HOOCCH(NHCOCH₃)CH₂CH₂COOH atitikmenys: angl. N acetylglutamic acid rus. N ацетилглутаминовая кислота ryšiai: sinonimas – 2 etanoilaminopentano dirūgštis … Chemijos terminų aiškinamasis žodynas
N-ацетилглутаминовая кислота — N acetilglutamo rūgštis statusas T sritis chemija formulė HOOCCH(NHCOCH₃)CH₂CH₂COOH atitikmenys: angl. N acetylglutamic acid rus. N ацетилглутаминовая кислота ryšiai: sinonimas – 2 etanoilaminopentano dirūgštis … Chemijos terminų aiškinamasis žodynas

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N-Acetylglutamic acid

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N-Acetylglutamic acid

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