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Sigma-Aldrich

N-Acetyl-L-glutamic acid

99%, for peptide synthesis, ReagentPlus®

Synonym(s):

(2S)-2-Acetamidopentanedioic acid, N-Acetylglutamic acid

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About This Item

Linear Formula:
HO2CCH2CH2CH(NHCOCH3)CO2H
CAS Number:
1188-37-0
Molecular Weight:
189.17
Beilstein:
1727473
EC Number:
214-708-4
MDL number:
MFCD00002802
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24888393
NACRES:
NA.22

product name

N-Acetyl-L-glutamic acid, ReagentPlus®, 99%

product line

ReagentPlus®

Assay

99%

form

powder

optical activity

[α]22/D −15.6°, c = 1 in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

194-196 °C (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

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

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)/t5-/m0/s1

InChI key

RFMMMVDNIPUKGG-YFKPBYRVSA-N

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Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jiguang Wang et al.
Poultry science, 99(7), 3583-3593 (2020-07-04)
The present study determined the effects of in ovo feeding (IOF) of N-acetyl-L-glutamate (NAG) on early intestinal development and growth performance of broilers. A total of 702 fertile broiler eggs were randomly divided into 3 treatments: 1) non-punctured control group
J Vockley et al.
Biochemical medicine and metabolic biology, 47(1), 38-46 (1992-02-01)
N-Acetyl-L-glutamate synthetase (NAG synthetase) is a mitochondrial matrix enzyme which catalyzes the synthesis of N-acetyl-Lglutamate (NAG), a physiologic activator of the urea cycle enzyme carbamylphosphate synthetase I. Deficiency of NAG synthetase in humans has been reported only three times previously.
W Zhang et al.
Clinical and investigative medicine. Medecine clinique et experimentale, 13(4), 183-188 (1990-08-01)
Liver tissue from 3 patients with carbamyl phosphate synthetase I deficiency and 11 patients with ornithine transcarbamylase deficiency was analyzed by Western blots for the presence of carbamyl phosphate synthetase I and ornithine transcarbamylase cross-reactive material with anti-rat enzyme antibodies.
M Tuchman et al.
Pediatric research, 27(4 Pt 1), 408-412 (1990-04-01)
N-acetylglutamate (NAG) content was measured in homogenates of liver and small intestine obtained from normal and 24-h starved syngeneic mice. Subsequently, NAG was determined in normal, and in carbamyl phosphate synthetase I and ornithine transcarbamylase enzyme-deficient human liver tissue homogenates.
Jun Wu et al.
Nature cell biology, 23(1), 75-86 (2021-01-10)
Nutrient availability is central for T-cell functions and immune responses. Here we report that CD8+ T-cell activation and anti-tumour responses are strongly potentiated by the non-essential amino acid Asn. Increased Asn levels enhance CD8+ T-cell activation and effector functions against
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