Description References
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L-Glutamine

Description References
Product Name
L-Glutamine
CAS No.
56-85-9
Chemical Name
L-Glutamine
Synonyms
GLN;L-G;L-GLN;Glumin;Miglu-P;Saforis;utamine;abs9141;H-GLN-OH;L-Gln-OH
CBNumber
CB6280105
Molecular Formula
C5H10N2O3
Formula Weight
146.14
MOL File
56-85-9.mol
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L-Glutamine Property

Melting point:
185 °C (dec.) (lit.)
alpha 
32.25 º (c=10, 2 N HCl)
Boiling point:
265.74°C (rough estimate)
Density 
1.47 g/cm3 (20℃)
FEMA 
3684 | L-GLUTAMINE
refractive index 
6.8 ° (C=4, H2O)
Flash point:
185°C
storage temp. 
Store below +30°C.
solubility 
H2O: 25 mg/mL
pka
2.17(at 25℃)
form 
solution
color 
White
PH
5.0-6.0 (25℃, 0.1M in H2O)
optical activity
[α]20/D +33.0±1°, c = 5% in 5 M HCl
Water Solubility 
Soluble in water, dimethyl sulfoxide and ethanol. Insoluble in methanol, ether, benzene, acetone, ethyl acetate and chloroform.
λmax
λ: 260 nm Amax: 0.01
λ: 280 nm Amax: 0.01
Decomposition 
185 ºC
JECFA Number
1430
Merck 
14,4471
BRN 
1723797
Stability:
Stability Moisture and light sensitive. Incompatible with moisture, strong oxidizing agents.
InChIKey
ZDXPYRJPNDTMRX-VKHMYHEASA-N
CAS DataBase Reference
56-85-9(CAS DataBase Reference)
NIST Chemistry Reference
L-Glutamine(56-85-9)
EPA Substance Registry System
L-Glutamine (56-85-9)
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Safety

Hazard Codes 
Xi
Risk Statements 
36-36/37/38
Safety Statements 
26-24/25-36/37/39-27
WGK Germany 
2
RTECS 
MA2275100
TSCA 
Yes
HS Code 
29241900
Hazardous Substances Data
56-85-9(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 7500 mg/kg
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.16016
Product name
(S)-(+)-Glutamine
Purity
for synthesis
Packaging
25 g
Price
$24.23
Updated
2021/12/16
Sigma-Aldrich
Product number
49419
Product name
L-Glutamine
Purity
BioUltra, ≥99.5% (NT)
Packaging
25g
Price
$56.6
Updated
2021/12/16
Sigma-Aldrich
Product number
8.16016
Product name
(S)-(+)-Glutamine
Purity
for synthesis
Packaging
100 g
Price
$65.4
Updated
2021/12/16
Sigma-Aldrich
Product number
1294808
Product name
Glutamine
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
100mg
Price
$386
Updated
2021/12/16
Sigma-Aldrich
Product number
1.00289
Product name
L-Glutamine
Purity
for biochemistry
Packaging
1 kg
Price
$474
Updated
2021/12/16
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L-Glutamine Chemical Properties,Usage,Production

Description

L-glutamine (chemical formula: C5H10N2O3) is an alpha-amino acid that is one of the 20 amino acids consisting proteins. L-glutamine is a non-essential amino acids and is also the most abundant amino acids in human bodies. It is involved in many important biological processes. For example, it is a building block for the protein synthesis as one key amino acid; it is used in the biosynthesis of urea and purines for nucleic acid synthesis; it is a substrate for the biosynthesis of neurotransmitters; it is also an important sources of cellular energy generation. L-glutamine provides many benefits to the body such as improving gastrointestinal health, aiding the treatment of ulcer and leaky gut, promoting muscle growth, improving diabetes and blood sugar as well as aiding in the treatment of cancer.

References

https://en.wikipedia.org/wiki/Glutamine
https://draxe.com/l-glutamine-benefits-side-effects-dosage/
https://pubchem.ncbi.nlm.nih.gov/compound/5961#section=Interactions

Description

Glutamine (abbreviated as Gln or Q) is one of the 20 amino acids encoded by the standard genetic code. It is not recognized as an essential amino acid, but may become conditionally essential in certain situations, including intensive athletic training or certain gastrointestinal disorders.Its side-chain is an amide formed by replacing the side-chain hydroxyl of glutamic acid with an amine functional group, making it the amide of glutamic acid. Its codons are CAA and CAG. In human blood, glutamine is the most abundant free amino acid, with a concentration of about 500–900 μmol / l .

Chemical Properties

White crystalline powder

Chemical Properties

White, odorless crystals or crystalline powder having a slightly sweet taste. It is soluble in water and practically insoluble in alcohol and in ether. Its solutions are acid to litmus. It melts with decomposition at about 185°C.

Chemical Properties

L-glutamine is odorless, but has a slightly sweet taste L-glutamine performs a major role in DNA synthesis and sup- ports the immune system by means of glutathione synthesis.

Occurrence

Occurrences in nature
Glutamine is the most abundant naturally occurring, nonessential amino acid in the human body, and one of the few amino acids that can directly cross the blood-brain barrier.In the body, it is found circulating in the blood, as well as stored in the skeletal muscles. It becomes conditionally essential (requiring intake from food or supplements) in states of illness or injury.Dietary sources
Dietary sources of L-glutamine include beef, chicken, fish, eggs, milk, dairy products, wheat, cabbage, beets, beans, spinach, and parsley. Small amounts of free L-glutamine are also found in vegetable juices.
Aiding gastrointestinal functionGlutamine-enriched diets have been linked with maintenance of gut barrier function and cell differentiation, suggesting glutamine may help to protect the lining of the gastrointestinal tract or mucosa. People who have inflammatory bowel disease (ulcerative colitis and Crohn' s disease) may not have enough glutamine, but two clinical trials found taking glutamine supplements did not improve symptoms of Crohn' s disease.

Uses

L-Glutamine is an essential amino acid that is a crucial component of culture media that serves as a major energy source for cells in culture. L-Glutamine is very stable as a dry powder and as a frozen solution. In liquid media or stock solutions, however, L-glutamine degrades relatively rapidly. Optimal cell performance usually requires supplementation of the media with L-glutamine prior to use.

Uses

L-Glutamine is one of the 20 amino acids encoded by the standard genetic code. Its codons are CAA and CAG. Glutamine is a substance naturally produced in the body to help regulate cell growth and function. There may also be man-made versions of these subs

Uses

amine protecting agent

Definition

ChEBI: An optically active form of glutamine having L-configuration.

Preparation

By isolation from sugar beet juice.

brand name

Nutrestore (Nutritional Restart).

Biological Functions

Glutamine plays a role in a variety of biochemical functions, including :
Protein synthesis, as any other of the 20 proteinogenic amino acids
Regulation of acid-base balance in the kidney by producing ammonium
Cellular energy, as a source, next to glucose
Nitrogen donation for many anabolic processes, including the synthesis of purines
Carbon donation , as a source , refilling the citric acid cycle
Nontoxic transporter of ammonia in the blood circulation.

Synthesis Reference(s)

Tetrahedron: Asymmetry, 17, p. 245, 2006 DOI: 10.1016/j.tetasy.2005.12.023
Journal of the Chemical Society, p. 3315, 1949 DOI: 10.1039/JR9490003315

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards. L-glutamine is the most abundant amino acid in the body. It is essential for the synthesis of L-asparagine. It also helps in muscle growth through protein synthesis and increased growth hormone levels.

Biochem/physiol Actions

L-Glutamine is an essential amino acid that is a crucial component of culture media that serves as a major energy source for cells in culture. L-Glutamine is very stable as a dry powder and as a frozen solution. In liquid media or stock solutions, however, L-glutamine degrades relatively rapidly. Optimal cell performance usually requires supplementation of the media with L-glutamine prior to use.

Safety Profile

Mddly toxic by ingestion. Human systemic effects: euphoria. When heated to decomposition it emits toxic fumes of NOx.

Veterinary Drugs and Treatments

Glutamine has been used as a GI protectant and in an attempt to enhance GI healing in conditions where GI epithelium is damaged (Parvo enteritis, chemotherapy, etc.).
A study that evaluated the efficacy of glutamine supplementation in cats with methotrexate-induced enteritis found no difference between cats supplemented with glutamine and those that were not. (Marks, Cook et al. 1999)

Purification Methods

Likely impurities are glutamic acid, ammonium pyroglutamate, tyrosine, asparagine, isoglutamine, arginine. Crystallise it from water or aqueous EtOH. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 1929-1925 1961, Beilstein 4 IV 3038.]

Producing and consuming organs

Producers
Glutamine is synthesized by the enzyme glutamine synthetase from glutamate and ammonia. The most relevant glutamine-producing tissue is the muscle mass, accounting for about 90% of all glutamine synthesized. Glutamine is also released, in small amounts, by the lung and the brain. Although the liver is capable of relevant glutamine synthesis, its role in glutamine metabolism is more regulatory than producing, since the liver takes up large amounts of glutamine derived from the gut.
Consumers
The most eager consumers of glutamine are the cells of intestines, the kidney cells for the acid - base balance, activated immune cells, and many cancer cells. In respect to the last point mentioned, different glutamine analogues, such as DON, Azaserine or Acivicin, are tested as anticancer drugs.
Examples for the usage of glutamine
In catabolic states of injury and illness, glutamine becomes conditionally essential (requiring intake from food or supplements). Glutamine has been studied extensively over the past 10–15 years, and has been shown to be useful in treatment of injuries, trauma, burns, and treatment - related side effects of cancer, as well as in wound healing for postoperative patients. Glutamine is also marketed as a supplement used for muscle growth in weight lifting , body building, endurance, and other sports. Evidence indicates glutamine, when orally loaded, may increase plasma HGH levels by stimulating the anterior pituitary gland. In biological research, L-glutamine is commonly added to the media in cell culture. However, the high level of glutamine in the culture media may inhibit other amino acid transport activities.

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L-Glutamine Suppliers

Jinan Rouse Industry Co., Ltd.
Tel
0531-82929600-
Fax
053182921652
Email
sale@rousechem.com
Country
China
ProdList
165
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Guangdong Wengjiang Chemical Reagent Co., Ltd.
Tel
0751-2886766-
Fax
0751-2886756
Email
3001267247@qq.com;
Country
China
ProdList
10061
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58
Hebei chuangzhiyuan biotechnology co., LTD
Tel
Email
2792365312@qq.com
Country
China
ProdList
749
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58
Nanjing songguan Biotechnology Co., Ltd.
Tel
025-52168336
Fax
025-52168336
Email
2714748392@qq.com
Country
China
ProdList
682
Advantage
58
Shanghai Macklin Biochemical Co.,Ltd.
Tel
Fax
021-50706099
Email
shenlinxing@macklin.cn
Country
China
ProdList
15937
Advantage
55
Shandong Pingju Biotechnology Co., Ltd
Tel
Email
2708672464@qq.com
Country
China
ProdList
697
Advantage
58
Shaanxi Chenming Biotechnology Co., Ltd
Email
2709392183@qq.com
Country
China
ProdList
655
Advantage
58
Zhengzhou Yuhe Food Additive Co. LTD
Tel
0371-56060979-
Fax
0371-56060979
Email
2922109373@qq.com
Country
China
ProdList
263
Advantage
58
Creasyn Finechem(Tianjin) Co., Ltd.
Tel
022-83945878-
Fax
022-83945176
Email
export@creasyn.com
Country
China
ProdList
784
Advantage
68
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833-
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
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View Lastest Price from L-Glutamine manufacturers

Shandong Luning Pharmaceutical Co., Ltd.
Product
L(+)-Glutamine 56-85-9
Price
US $20.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
6000KG
Release date
2020-11-09
Hong Kong Tiansheng New Material Trading Co., Ltd
Product
L-Glutamine 56-85-9
Price
US $35.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99.4%
Supply Ability
30tons
Release date
2022-01-05
Hong Kong Tiansheng New Material Trading Co., Ltd
Product
L-Glutamine 56-85-9
Price
US $8.99-8.99/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2022-01-05

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