您当前所在的位置:首页 > 产品中心 > 产品详细信息
56-85-9 分子结构
点击图片或这里关闭

(2S)-2-amino-4-carbamoylbutanoic acid

ChemBase编号:16
分子式:C5H10N2O3
平均质量:146.1445
单一同位素质量:146.06914219
SMILES和InChIs

SMILES:
OC(=O)[C@@H](N)CCC(=O)N
Canonical SMILES:
NC(=O)CC[C@@H](C(=O)O)N
InChI:
InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1
InChIKey:
ZDXPYRJPNDTMRX-VKHMYHEASA-N

引用这个纪录

CBID:16 http://www.chembase.cn/molecule-16.html

Collapse All Expand All

名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
(2S)-2-amino-4-carbamoylbutanoic acid
IUPAC传统名
L-glutamine
商标名
Glutamine Fuel Powder (Twinlab)
Glutamine Fuel Mega (Twinlab)
Glutamine Express (Genetic Evolutionary Nutrition)
L-Glutamine Power (Champion Nutrition)
Earthlink Science Glutamine Chews Chocolate (Amerifit)
Cebrogen
Stimulina
Glavamin
Saforis
别名
(S)-2,5-二氨基-5-氧代戊酸
L-谷氨酸-5-酰胺
L-谷氨酰胺
L-谷氨酰胺 溶液
L-谷氨酰胺 溶液
L-谷氨酰胺溶液 200mM
2-Aminoglutaramic acid
Glutamine
L-glutamine
AES-14
L-Glutamine
Glutamine
(S)-2,5-Diamino-5-oxopentanoic acid
L-Glutamic acid 5-amide
L-2-Aminoglutaramic acid
Proteinogene aminos?uren und stereoisomer D-formen und ihre salze mit gegenionen der WGK 1
Stimulina
Levoglutamide
L-GLUTAMINE, USP GRADE
L-Glutamine
L-Glutamine solution
L-Glutamine Powder
L-Glutamine solution
L-Glutamine Solution 200 mM
Acustasin
Aesgen 14
Cebrogen
Glumin
L-2-Aminoglutaramidic Acid
L-Glutamic Acid γ-Αmide
NSC 27421
Saforis
γ-Glutamine
H-Gln-OH
CAS号
56-85-9
EC号
200-292-1
MDL号
MFCD00008044
Beilstein号
1723797
默克索引号
144471
PubChem SID
160963479
24872884
24895088
24277983
24895232
46505866
24895342
24895310
24895254
PubChem CID
5961
FEMA编号
3684
Flavis Number
17.007

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 2.1471426  质子受体
质子供体 LogD (pH = 5.5) -4.001106 
LogD (pH = 7.4) -4.0058823  Log P -4.0011334 
摩尔折射率 33.1099 cm3 极化性 13.317601 Å3
极化表面积 106.41 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P -3.32  LOG S -0.17 
溶解度 9.78e+01 g/l 

分子性质

分子性质

理化性质 安全信息 药理学性质 产品相关信息 生物活性(PubChem)
溶解度
H2O: soluble0.1 M at 20 °C, clear, colorless expand 查看数据来源
H2O: soluble25 mg/mL expand 查看数据来源
Slight (0.1-1%) expand 查看数据来源
Water expand 查看数据来源
外观
dry powder expand 查看数据来源
powder expand 查看数据来源
solution expand 查看数据来源
White Solid expand 查看数据来源
熔点
177-179°C expand 查看数据来源
185 °C (dec.)(lit.) expand 查看数据来源
185°C expand 查看数据来源
185°C dec. expand 查看数据来源
比旋光度
[α]20/D +33.0±1°, c = 5% in 5 M HCl expand 查看数据来源
[α]20/D +34±2°, c = 5% in 5 M HCl expand 查看数据来源
[α]25/D +31°, c = 2 in 1 M HCl expand 查看数据来源
+33 (c=5 in 5N HCl) expand 查看数据来源
紫外吸收波长
λ: 260 nm Amax: 0.01 expand 查看数据来源
λ: 280 nm Amax: 0.01 expand 查看数据来源
疏水性(logP)
-4.1 expand 查看数据来源
pH值
5.0-6.0 (25 °C, 0.1 M in H2O) expand 查看数据来源
保存条件
-20°C expand 查看数据来源
Refrigerator expand 查看数据来源
Room Temperature (15-30°C) expand 查看数据来源
RTECS编号
MA2275100 expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
1 expand 查看数据来源
TSCA收录
expand 查看数据来源
个人保护装置
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand 查看数据来源
保存温度
-20°C expand 查看数据来源
room temp expand 查看数据来源
相关基因信息
rat ... Ggt1(116568) expand 查看数据来源
纯度
≥99% expand 查看数据来源
≥99% (TLC) expand 查看数据来源
≥99.0% expand 查看数据来源
≥99.0% (NT) expand 查看数据来源
≥99.5% (NT) expand 查看数据来源
97% expand 查看数据来源
98% expand 查看数据来源
98.5-101.5% expand 查看数据来源
99% expand 查看数据来源
99.0-101.0% expand 查看数据来源
99-100% expand 查看数据来源
浓度
200 mM expand 查看数据来源
级别
certified reference material expand 查看数据来源
Hybri-Max™ expand 查看数据来源
ReagentPlus® expand 查看数据来源
SAJ special grade expand 查看数据来源
TraceCERT® expand 查看数据来源
USP expand 查看数据来源
成盐信息
Free Base expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
包装
pkg of 1 g expand 查看数据来源
vial of 0.292 g expand 查看数据来源
适用性
cell culture tested expand 查看数据来源
meets USP testing specifications expand 查看数据来源
suitable for cell culture expand 查看数据来源
suitable for hybridoma expand 查看数据来源
suitable for manufacturing use expand 查看数据来源
燃烧残渣
≤0.1% (as SO4) expand 查看数据来源
简要说明
for research or for further manufacturing use expand 查看数据来源
杂质
~0.5% Glutamic acid expand 查看数据来源
≤0.2% free ammonia. expand 查看数据来源
≤0.5% foreign amino acids expand 查看数据来源
endotoxin, tested expand 查看数据来源
insoluble matter, passes filter test expand 查看数据来源
痕量阳离子
Al: ≤5 mg/kg expand 查看数据来源
As: ≤0.1 mg/kg expand 查看数据来源
Ba: ≤5 mg/kg expand 查看数据来源
Bi: ≤5 mg/kg expand 查看数据来源
Ca: ≤10 mg/kg expand 查看数据来源
Cd: ≤5 mg/kg expand 查看数据来源
Co: ≤5 mg/kg expand 查看数据来源
Cr: ≤5 mg/kg expand 查看数据来源
Cu: ≤5 mg/kg expand 查看数据来源
Fe: ≤5 mg/kg expand 查看数据来源
K: ≤50 mg/kg expand 查看数据来源
Li: ≤5 mg/kg expand 查看数据来源
Mg: ≤5 mg/kg expand 查看数据来源
Mn: ≤5 mg/kg expand 查看数据来源
Mo: ≤5 mg/kg expand 查看数据来源
Na: ≤50 mg/kg expand 查看数据来源
Ni: ≤5 mg/kg expand 查看数据来源
Pb: ≤5 mg/kg expand 查看数据来源
Sr: ≤5 mg/kg expand 查看数据来源
Zn: ≤5 mg/kg expand 查看数据来源
痕量阴离子
chloride (Cl-): ≤50 mg/kg expand 查看数据来源
sulfate (SO42-): ≤50 mg/kg expand 查看数据来源
生物来源
from non-animal source expand 查看数据来源
无菌消毒
sterile-filtered expand 查看数据来源
γ-irradiated expand 查看数据来源
干燥失重
≤0.1% loss on drying, 110 °C expand 查看数据来源
产品质量级别
GMP expand 查看数据来源
GMP-COMPENDIA expand 查看数据来源
运输包装
dry ice expand 查看数据来源
λ
0.1 M in H2O expand 查看数据来源
产品线
BioUltra expand 查看数据来源
Pharmacopeia Traceability
traceable to USP 1294808 expand 查看数据来源
线性分子式
H2NCOCH2CH2CH(NH2)CO2H expand 查看数据来源

详细说明

详细说明

Selleck Chemicals Selleck Chemicals MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich DrugBank DrugBank TRC TRC
Selleck Chemicals -  S1749 external link
Research Area: Metabolic Disease
Biological Activity:
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 substances. Glutamine is used along with human growth hormone and a specialized diet to treat short bowel syndrome. 
MP Biomedicals -  02101806 external link
Crystalline
Purity: 99-100%
We believe this to be the best material available anywhere. Completely homogeneous by TLC showing one spot.
MP Biomedicals -  02194678 external link
Cell Culture Reagent Crystalline Purity: 99-100%
MP Biomedicals -  02199608 external link
White Crystalline Powder.
Assay: 98.5-101.5%
Specific rotation: +6.3 to +7.3
Loss on drying: <0.3%
Residue on ignition: <0.3%
Chloride: <0.5%
Sulfate: <0.03%
Iron: <0.003%
Heavy metals: <0.0015%
Organic volatile impurities: passes
Sigma Aldrich -  G6392 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
L-glutamine is an essential amino acid that is a crucial component of culture media, and serves as a major energy source for cells in culture. Optimal cell performance usually requires supplementation of the medium with L-glutamine prior to use.
包装
50 mL amber serum vial with rubber stopper.
Reconstitution
Prepares a 200 mM solution when reconstituted to 10 mL with sterile water.
Suitability
Qualified for use in cell culture applications, especially serum-free cell culture.
Other Notes
The dipeptide L-Ala-LGln is frequently used in modern serum-free media formulations because it provides a more stable form of glutamine in vitro.
Sigma Aldrich -  G3126 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
包装
1 kg in poly bottle
100, 250, 500 g in poly bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC
Sigma Aldrich -  G8540 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
包装
10 mg in autosmp vl
Sigma Aldrich -  G2150 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含 L-谷氨酰胺的培养基,以获得最佳细胞性能。
Preparation Note
Prepared in cell culture grade water.
法律信息
Hybri-Max 商标 Sigma-Aldrich Co. LLC
Sigma Aldrich -  59202C external link
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含 L-谷氨酰胺的培养基,以获得最佳细胞性能。
Protocols & Applications
ECACC Handbook-Fundamental Techniques in Cell Culture
Sigma Aldrich -  49419 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
Other Notes
In culture medium for hypothalamic neurons1; Spacer in isotachophoresis of serum proteins2; Growth requirement of various microorganisms3.
Sigma Aldrich -  G3202 external link
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
包装
2.5 g in glass bottle
Sigma Aldrich -  49420 external link
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
Sigma Aldrich -  PHR1125 external link
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.
Sigma Aldrich -  G7513 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含 L-谷氨酰胺的培养基,以获得最佳细胞性能。
Preparation Note
用细胞培养级超纯水制备。
Application
L-glutamine is an essential amino acid that is a crucial component of culture media, which serves as a major energy source for cells in culture. Optimal cell performance usually requires supplementation of the medium with L-glutamine prior to use.
Sigma Aldrich -  W368401 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
包装
1 kg in poly bottle
Sigma Aldrich -  90114C external link
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
Sigma Aldrich -  12-0950 external link
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
Sigma Aldrich -  76523 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Analysis Note
该有证标准物质 (CRM) 根据 ISO/IEC 17025 和 ISO 指南 34 生产和认证。该有证标准物质可溯源到 NIST 标准参考物质。
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
General description
证书上给出了含不确定度的认证含量(定量 NMR 法测定)和有效期。 证书下载:http://www.sigma-aldrich.com。
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC
Sigma Aldrich -  G5792 external link
Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
L-谷氨酰胺是一种基本氨基酸,是作为细胞培养主要能源的培养基所必不可少的组成部分。L-谷氨酰胺干粉和冷冻溶液十分稳定。但液体培养基或储存液中的 L-谷氨酰胺分解相对较快。使用前,通常需要补充含·L-谷氨酰胺的培养基,以获得最佳细胞性能。
包装
根据 cGMP 制造和包装
DrugBank -  DB00130 external link
Item Information
Drug Groups approved; nutraceutical; investigational
Description A non-essential amino acid present abundantly throughout the body and is involved in many metabolic processes. It is synthesized from glutamic acid and ammonia. It is the principal carrier of nitrogen in the body and is an important energy source for many cells. [PubChem]
Indication Used for nutritional supplementation, also for treating dietary shortage or imbalance.
Pharmacology Like other amino acids, glutamine is biochemically important as a constituent of proteins. Glutamine is also crucial in nitrogen metabolism. Ammonia (formed by nitrogen fixation) is assimilated into organic compounds by converting glutamic acid to glutamine. The enzyme which accomplishes this is called glutamine synthetase. Glutamine can then be used as a nitrogen donor in the biosynthesis of many compounds, including other amino acids, purines, and pyrimidines.
Toxicity Doses of L-glutamine up to 21 grams daily appear to be well tolerated. Reported adverse reactions are mainly gastrointestinal and not common. They include constipation and bloating. There is one older report of two hypomanic patients whose manic symptoms were exacerbated following the use of 2 to 4 grams daily of L-glutamine. The symptoms resolved when the L-glutamine was stopped. These patients were not rechallenged, nor are there any other reports of this nature.
Affected Organisms
Humans and other mammals
Biotransformation Enterocytes, Hepatic
Absorption Absorption is efficient and occurs by an active transport mechanism
References
Boza JJ, Dangin M, Moennoz D, Montigon F, Vuichoud J, Jarret A, Pouteau E, Gremaud G, Oguey-Araymon S, Courtois D, Woupeyi A, Finot PA, Ballevre O: Free and protein-bound glutamine have identical splanchnic extraction in healthy human volunteers. Am J Physiol Gastrointest Liver Physiol. 2001 Jul;281(1):G267-74. [Pubmed]
McAnena OJ, Moore FA, Moore EE, Jones TN, Parsons P: Selective uptake of glutamine in the gastrointestinal tract: confirmation in a human study. Br J Surg. 1991 Apr;78(4):480-2. [Pubmed]
Morlion BJ, Stehle P, Wachtler P, Siedhoff HP, Koller M, Konig W, Furst P, Puchstein C: Total parenteral nutrition with glutamine dipeptide after major abdominal surgery: a randomized, double-blind, controlled study. Ann Surg. 1998 Feb;227(2):302-8. [Pubmed]
Jian ZM, Cao JD, Zhu XG, Zhao WX, Yu JC, Ma EL, Wang XR, Zhu MW, Shu H, Liu YW: The impact of alanyl-glutamine on clinical safety, nitrogen balance, intestinal permeability, and clinical outcome in postoperative patients: a randomized, double-blind, controlled study of 120 patients. JPEN J Parenter Enteral Nutr. 1999 Sep-Oct;23(5 Suppl):S62-6. [Pubmed]
External Links
Wikipedia
PDRhealth
Toronto Research Chemicals -  G597000 external link
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

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Boza JJ, Dangin M, Moennoz D, Montigon F, Vuichoud J, Jarret A, Pouteau E, Gremaud G, Oguey-Araymon S, Courtois D, Woupeyi A, Finot PA, Ballevre O: Free and protein-bound glutamine have identical splanchnic extraction in healthy human volunteers. Am J Physiol Gastrointest Liver Physiol. 2001 Jul;281(1):G267-74. Pubmed
  • McAnena OJ, Moore FA, Moore EE, Jones TN, Parsons P: Selective uptake of glutamine in the gastrointestinal tract: confirmation in a human study. Br J Surg. 1991 Apr;78(4):480-2. Pubmed
  • Morlion BJ, Stehle P, Wachtler P, Siedhoff HP, Koller M, Konig W, Furst P, Puchstein C: Total parenteral nutrition with glutamine dipeptide after major abdominal surgery: a randomized, double-blind, controlled study. Ann Surg. 1998 Feb;227(2):302-8. Pubmed
  • Jian ZM, Cao JD, Zhu XG, Zhao WX, Yu JC, Ma EL, Wang XR, Zhu MW, Shu H, Liu YW: The impact of alanyl-glutamine on clinical safety, nitrogen balance, intestinal permeability, and clinical outcome in postoperative patients: a randomized, double-blind, controlled study of 120 patients. JPEN J Parenter Enteral Nutr. 1999 Sep-Oct;23(5 Suppl):S62-6. Pubmed
  • Rivett, A., et al.: J. Biol. Chem., 260, 300 (1985)
  • Watford, M., et al.: Metabolism, 49, 141 (1985)
  • Wilmore, D., et al.: J. Nutr., 131, 2543S (1985)
正在搜索,请耐心等待...(如果遇到网页错误或者长时间没有结果,请刷新页面[F5])

专利

专利

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

互联网资源

互联网资源

百度图标百度 google iconGoogle