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Merck
CN

SMB00962

Phenylacetyl-L-glutamine

≥95%, research grade

Synonym(s):

(S)-5-Amino-5-oxo-2-(2-phenylacetamido)pentanoic acid, N-Phenylacetylglutamine, Phenylacetylglutamine

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About This Item

Empirical Formula (Hill Notation):
C13H16N2O4
CAS Number:
28047-15-6
Molecular Weight:
264.28
MDL number:
MFCD01725188
UNSPSC Code:
12352209
NACRES:
NA.26

Key Documents

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biological source

synthetic

Quality Level

100

Assay

≥95%

form

powder

storage condition

(Store in tight containers in a cool and dry place)

technique(s)

HPLC: suitable

color

off-white

cation traces

C: 56.1—62%

storage temp.

room temp

SMILES string

N([C@@H](CCC(=O)N)C(=O)O)C(=O)Cc1ccccc1

InChI

1S/C13H16N2O4/c14-11(16)7-6-10(13(18)19)15-12(17)8-9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,14,16)(H,15,17)(H,18,19)/t10-/m0/s1

InChI key

JFLIEFSWGNOPJJ-JTQLQIEISA-N

General description

Phenylacetyl-L-glutamine is a primary human metabolite formed from phenylacetate in presence of glutamine in the liver. It is also considered as a gut-microbiome derived uremic toxin. Phenylacetyl-L-glutamine urine levels serve as an effective biomarker for the excretion of nitrogenous waste. Also, peripheral artery disease patients exhibit higher circulating concentration of phenylacetyl-L-glutamine, and high plasma phenylacetyl-L-glutamine levels are associated with cardiovascular disease.

Application

Phenylacetyl-ʟ-glutamine is a versatile compound that finds application in microbiome and metabolomics research.

Features and Benefits

  • Ideal for biochemical, microbiome and metabolomics studies
  • High quality product for research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW0986
MKCS8960
MKCQ8148
MKCN6319

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Sandi M Azab et al.
Journal of clinical medicine, 9(6) (2020-06-21)
Peripheral artery disease (PAD) is characterized by the atherosclerotic narrowing of lower limb vessels, leading to ischemic muscle pain in older persons. Some patients experience progression to advanced chronic limb-threatening ischemia (CLTI) with poor long-term survivorship. Herein, we performed serum
Lu Dai et al.
Toxins, 12(6) (2020-05-31)
Gut microbial metabolism is not only an important source of uremic toxins but may also help to maintain the vitamin K stores of the host. We hypothesized that sevelamer therapy, a commonly used phosphate binder in patients with end-stage kidney
Ina Nemet et al.
Cell, 180(5), 862-877 (2020-03-07)
Using untargeted metabolomics (n = 1,162 subjects), the plasma metabolite (m/z = 265.1188) phenylacetylglutamine (PAGln) was discovered and then shown in an independent cohort (n = 4,000 subjects) to be associated with cardiovascular disease (CVD) and incident major adverse cardiovascular events (myocardial infarction

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