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N-Hydroxy-L-glutamine

HCID 449178
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
1955-67-5
Standard SMILES
N[C@@H](CCC(=O)NO)C(=O)O
InChIKey
YVGZXTQJQNXIAU-VKHMYHEASA-N
Molecular formula
C5H10N2O4
Average molar mass
162.14 g/mol
Monoisotopic mass
162.0640568

Overview

Glutamine hydroxamate is a hydroxamic acid that is L-glutamine hydroxylated at N-5. It is a glutamic acid derivative and a hydroxamic acid. It is functionally related to a L-glutamic acid. It is a tautomer of a glutamine hydroxamate zwitterion.

Names & identifiers

Preferred name
N-Hydroxy-L-glutamine
IUPAC
(2S)-2-amino-5-(hydroxyamino)-5-oxopentanoic acid
English name
Amino acid hydroxamates L-glutamic acid gamma-monohydroxamate
Molecular formula
C5H10N2O4
Molecular weight
162.14

Names & synonyms

glutamine hydroxamate1955-67-5Glutamyl-gamma-hydroxamateGlutamate-gamma-hydroxamateGlunhohL-gamma-Glutamyl hydroxamateN-Hydroxy-L-glutamineGlutamate-gamma-hydroxamic acidL-glutamic acid gamma-hydroxamic acidCHEBI:75305RefChem:663177(2S)-2-amino-4-(hydroxycarbamoyl)butanoic acid
Show more names
l-glutamic acid γ-monohydroxamateL-Glutamic acid γ-monohydroxamateL-5-N-HydroxyglutamineL-Glutamine, N-hydroxy-L-γ-Glutamylhydroxamic acidL-Glutamic γ-monohydroxamateL-Glutamic γ-monohydroxamateL-Glutamic acid γ-hydroxamate
N5-Hydroxy-L-glutaminegamma-Glutamyl hydroxamateGlutamic acid gamma-monohydroxamate(2S)-2-amino-5-(hydroxyamino)-5-oxopentanoic acidCHEMBL63893L-Glutamic |A-monohydroxamateHGAL-Glutamic gamma-monohydroxamate

Database identifiers

CAS

Properties

Computed structural properties

XLogP
-4.4
Topological polar surface area
113 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
5
Rotatable bonds
4
Heavy atoms
11
Formal charge
0
Complexity
159

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Melting point
154 °C · 154 °C
Density
1.432 · 1.432±0.06 g/cm3(Predicted)
storage temp.
-20 °C · -20°C
pka
2.21 · 2.21±0.10(Predicted)
form
powder
color
white to off-white
Major Application
detection
InChI
1S/C5H10N2O4/c6-3(5(9)10)1-2-4(8)7-11/h3,11H,1-2,6H2,(H,7,8)(H,9,10)
InChIKey
YVGZXTQJQNXIAU-UHFFFAOYSA-N
SMILES
NC(CCC(=O)NO)C(O)=O
UNSPSC Code
12352209 · 12352209
NACRES
26 · NA.26
PPE
95 · Eyeshields, Gloves, type N95 (US)
WGK Germany

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
Storage Class
11 - Combustible Solids

Chemistry & industry

Applications

UsesL-Glutamic acid γ-monohydroxamate has been used as a standard to calculate transglutaminase (TGase) activity.

Upstream & downstream products

Upstream raw materials

H-gamma-Glu-Gln-OHN-γ-L-glutamyl-4-aminobutyric acidH-Glu(OEt)-OHL-(+)Sodium glutamateL-Glutamic acidL-GlutamineGlutathione4-Aminobutyric acid

Suppliers36 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
武汉敬康恩生物医药科技有限公司13720134139 086-15871494362 13720134139 · [email protected]
江苏星科元信息科技有限公司400-605-7200 15335295587 · [email protected]
浙江珲达生物科技有限公司0571-89903022 18679456698 · [email protected]
Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
1955-67-5
PubChem CID
449178
ChEMBL
CHEMBL63893
ChEBI
CHEBI:75305
Nikkaji
J441.114E
3 · 3
Storage Class
11 · 11 - Combustible Solids
上海颖心实验室设备有限公司021-59178156 17002132182 · [email protected]
广东方信生物科技有限公司0751-2838688 13376594225 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
TargetMol 中国(陶术生物)400-821-0310 15002144251 · [email protected]
广州爱纯医药科技有限公司020-39119399 18927568969 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
上海谱振生物科技有限公司4001650900 13817534909 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
淄博航宇生物科技发展有限公司13053322091 13053322091 · [email protected]
武汉市罗氏科技发展有限公司19171595131 · [email protected]
北京华威锐科化工科技有限公司89508211 18501085097 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
成都标样生物科技有限公司028-81700200 13308200041 · [email protected]
上海立崎生物医学研究中心18014399201 · [email protected]
南通全益生物科技有限公司+86-0513; 18051384581 · [email protected]
Shanghai Acmec Biochemical Technology Co., Ltd.+86-18621343501 · [email protected]
上海泰坦科技股份有限公司13023226327 · [email protected]
天津希恩思生化科技有限公司400-6387771-6039 18920764717 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
江苏艾康生物医药研发有限公司025-58859352 17714375163 · [email protected]
上海杰瑞兴生物医药科技有限公司17521512546 17721492509 · [email protected]
Aladdin Scientific[email protected]
SHANGHAI KEAN TECHNOLOGY CO., LTD.+8613817748580 · [email protected]
陕西缔都医药有限责任公司81148925 17391631969 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]
Nextpeptide Inc+86-0571-81612335 +8613336028439 · [email protected]
广东翁江化学试剂有限公司0751-2815983 13927872582 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]
Henan Fengda Chemical Co., Ltd+86-371-86557731 +86-13613820652 · [email protected]

Additional notes

DefinitionChEBI: A hydroxamic acid that is L-glutamine hydroxylated at N-5.