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L-Glutamine

Basic information

  • Product Name:L-Glutamine
  • CasNo.:56-85-9
  • MF:C5H10N2O3
  • MW:146.146

Physical and Chemical Properties

  • Purity:99%
  • Boiling Point:185 °C (dec.)(lit.)
  • Packing:White crystalline powder
  • Throughput:
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Product Details

CasNo: 56-85-9

MF: C5H10N2O3

Appearance: White crystalline powder

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  • Molecular Formula:C5H10N2O3
  • Molecular Weight:146.146
  • Appearance/Colour:White crystalline powder 
  • Vapor Pressure:3.3E-24mmHg at 25°C 
  • Melting Point:185 °C (dec.)(lit.) 
  • Refractive Index:6.8 ° (C=4, H2O) 
  • Boiling Point:445.6 °C at 760 mmHg 
  • Flash Point:223.3 °C 
  • PSA:106.41000 
  • Density:1.321 g/cm3 
  • LogP:0.06440 

L-Glutamine(Cas 56-85-9) Usage

Abundance

Glutamine is the most abundant amino acid in the body, comprising 60% of the total pool of free amino acids.

Synthesis Sources

The main synthesis sources of glutamine circulating in plasma are skeletal muscle, adipose tissue, and lungs.

Nitrogen Transport

Glutamine performs most of the transport of nitrogen from skeletal muscle to visceral tissues.

Primary Fuel

Glutamine is used as a glucose-efficient primary fuel for rapidly dividing cells, including enterocytes, colonocytes, lymphocytes, and fibroblasts.

Acid-Base Balance

Glutamine plays a role in acid-base balance through ammonia production in the kidney.

Biosynthesis Substrate

Its oxidized form provides the substrate for the synthesis of purines and pyrimidines necessary for DNA, RNA, and messenger RNA.

Precursor to Glutathione

Glutamine is a precursor to glutathione, a powerful endogenously produced antioxidant.

Research Importance

Glutamine is one of the most researched amino acids in medical nutritional care, including conditions such as gastrointestinal diseases, oncology, burn injury, HIV/AIDS, and chronic wound management.

Role in Cell Metabolism

Glutamine supplies carbon and nitrogen to fuel biosynthesis, participating in tricarboxylic acid (TCA) cycle supplementation and the biosynthesis of nucleotides, glutathione (GSH), and other nonessential amino acids.

Glutamine Deprivation

Glutamine deprivation suppresses cancer growth and induces cell death in several cancers due to its metabolic dependency, termed glutamine addiction.

Glutaminase Inhibition

Specific genetic interference with glutaminase inhibits tumor cell growth, and CB-839, the first glutaminase inhibitor, has entered several clinical trials.

Mitochondrial Glutamine Transporter

The mitochondrial glutamine transporter, encoded by a transcript variant of the SLC1A5 gene, was only recently discovered.

Plasma Membrane Glutamine Transporters

Glutamine is transported into cells through plasma membrane glutamine transporters such as SLC1A5, SLC38A1, and SLC38A217, contributing to biosynthesis in the cytoplasm.

General Description

L-Glutamine is an amino acid and a key building block of proteins in the body. It is classified as a conditionally essential amino acid, as the body can typically synthesize enough of it under normal conditions, but may need additional supplementation during times of illness, stress, or intense physical activity. L-Glutamine plays a crucial role in various physiological functions, including supporting immune system function, maintaining the integrity of the intestinal lining, and facilitating the removal of ammonia from the body. It is also utilized as a source of energy for cells, particularly in the gut and immune system. Additionally, L-Glutamine has been studied for its potential benefits in supporting muscle recovery and reducing muscle soreness after exercise. As a result, it is commonly used as a supplement by athletes and individuals looking to support their overall health and wellness.

InChI:InChI=1/2C5H10N2O3/c2*6-3(5(9)10)1-2-4(7)8/h2*3H,1-2,6H2,(H2,7,8)(H,9,10)

56-85-9 Relevant articles

A PROCESS FOR THE PREPARATION OF L-GLUTAMINE

-

Page/Page column 13; 14; 15; 16, (2022/01/24)

The present invention relates to a proce...

Direct monitoring of biocatalytic deacetylation of amino acid substrates by1H NMR reveals fine details of substrate specificity

De Cesare, Silvia,McKenna, Catherine A.,Mulholland, Nicholas,Murray, Lorna,Bella, Juraj,Campopiano, Dominic J.

supporting information, p. 4904 - 4909 (2021/06/16)

Amino acids are key synthetic building b...

A novel strategy for efficient chemoenzymatic synthesis of D-glutamine using recombinant Escherichia coli cells

Du, Qinglin,Zhang, Xiangyang,Pan, Xinru,Zhang, Hongjuan,Yang, Yu-Shun,Liu, Junzhong,Jiao, Qingcai

, (2020/06/17)

D-glutamine is a D type stereoisomer of ...

Discovery of new A- and B-type laxaphycins with synergistic anticancer activity

Cai, Weijing,Matthew, Susan,Chen, Qi-Yin,Paul, Valerie J.,Luesch, Hendrik

, p. 2310 - 2319 (2018/04/02)

Two new cyclic lipopeptides termed laxap...

56-85-9 Process route

(S)-4-Carbamoyl-2-[2-(4-methoxy-phenyl)-2-oxo-ethoxycarbonylamino]-butyric acid
125219-08-1

(S)-4-Carbamoyl-2-[2-(4-methoxy-phenyl)-2-oxo-ethoxycarbonylamino]-butyric acid

L-glutamine
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1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

Conditions
Conditions Yield
Irradiation; mild conditions;
 
C<sub>48</sub>H<sub>63</sub>N<sub>9</sub>O<sub>13</sub>

C48H63N9O13

L-valine
72-18-4,25609-85-2,7004-03-7,921-10-8

L-valine

L-threonine
72-19-5,134357-96-3,7013-32-3,82822-12-6

L-threonine

L-glutamine
56-85-9,26700-71-0

L-glutamine

L-phenylalanine
63-91-2,25191-15-5,658-69-5,67675-33-6

L-phenylalanine

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537-49-5

N-methyl-L-tyrosine

<i>L</i>-proline
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L-proline

Conditions
Conditions Yield
With hydrogenchloride; In water; at 110 ℃; for 16h;
 

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