ChemicalBook > CAS DataBase List > 6-DIAZO-5-OXO-L-NORLEUCINE

6-DIAZO-5-OXO-L-NORLEUCINE

Product Name
6-DIAZO-5-OXO-L-NORLEUCINE
CAS No.
157-03-9
Chemical Name
6-DIAZO-5-OXO-L-NORLEUCINE
Synonyms
DON;L-DON;D2141;NSC-7365;H-L-Don-OH;don(pharmaceutical);diazo-oxo-norleucine;H-6-DIAZO-5-OXO-NLE-OH;H-NLE(6-DIAZO-5-OXO)-OH;L-Nle(6-Diazo-5-oxo)-OH
CBNumber
CB6413936
Molecular Formula
C6H9N3O3
Formula Weight
171.15
MOL File
157-03-9.mol
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6-DIAZO-5-OXO-L-NORLEUCINE Property

Melting point:
145 °C
Boiling point:
301.12°C (rough estimate)
Density 
1.3994 (rough estimate)
refractive index 
1.5800 (estimate)
storage temp. 
-20°C
solubility 
DMSO (Slightly, Heated, Sonicated), Water (Slightly)
form 
crystalline
color 
light yellow
Merck 
13,3026
BRN 
1725815
Stability:
Hygroscopic
InChI
InChI=1/C6H9N3O3/c7-5(6(11)12)2-1-4(10)3-9-8/h3,5H,1-2,7H2,(H,11,12)/t5-/s3
InChIKey
YCWQAMGASJSUIP-GQMHJJTINA-N
SMILES
C(C(=O)C=[N+]=[N-])C[C@H](N)C(=O)O |&1:7,r|
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Safety

Hazard Codes 
T
Risk Statements 
23/24/25
Safety Statements 
36/37/39-45
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
RC6340000
F 
8
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D2141
Product name
6-Diazo-5-oxo-L-norleucine
Purity
crystalline
Packaging
5mg
Price
$71.1
Updated
2024/03/01
Sigma-Aldrich
Product number
D2141
Product name
6-Diazo-5-oxo-L-norleucine
Purity
crystalline
Packaging
25mg
Price
$246
Updated
2024/03/01
Cayman Chemical
Product number
17580
Product name
6-diazo-5-oxo-L-nor-Leucine
Purity
≥95%
Packaging
5mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
17580
Product name
6-diazo-5-oxo-L-nor-Leucine
Purity
≥95%
Packaging
10mg
Price
$92
Updated
2024/03/01
Cayman Chemical
Product number
17580
Product name
6-diazo-5-oxo-L-nor-Leucine
Purity
≥95%
Packaging
25mg
Price
$213
Updated
2024/03/01
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6-DIAZO-5-OXO-L-NORLEUCINE Chemical Properties,Usage,Production

Chemical Properties

Slightly yellow powder

Uses

6-Diazo-5-oxo-L-norleucine (DON) has been used as an inhibitor of glutamine synthetase–glutamine(amide)-2-oxoglutarate aminotransferase.

Definition

ChEBI: 6-diazo-5-oxo-L-norleucine is a non-proteinogenic L-alpha-amino acid that is L-norleucine which is substituted at position 5 by an oxo group and at position 6 by a diazo group. It is as inhibitor of various glutamine-utilising enzymes. It has a role as a bacterial metabolite, an analgesic, an antibacterial agent, an antiviral agent, an antineoplastic agent, an EC 6.3.5.5 [carbamoyl-phosphate synthase (glutamine-hydrolysing)] inhibitor, an EC 6.3.4.2 [CTP synthase (glutamine hydrolyzing)] inhibitor, an EC 6.3.5.3 (phosphoribosylformylglycinamidine synthase) inhibitor, an EC 6.3.5.2 [GMP synthase (glutamine-hydrolysing)] inhibitor, an antimetabolite, a glutamine antagonist, an apoptosis inducer, an EC 2.4.2.14 (amidophosphoribosyltransferase) inhibitor, an EC 3.5.1.2 (glutaminase) inhibitor, an EC 6.3.5.1 [NAD(+) synthase (glutamine-hydrolysing)] inhibitor and an EC 6.3.5.4 [asparagine synthase (glutamine-hydrolysing)] inhibitor. It is a non-proteinogenic L-alpha-amino acid, a diazo compound and a ketone. It is a tautomer of a 6-diazo-5-oxo-L-norleucine zwitterion.

General Description

Chemical structure: amino acid derivatives

Biochem/physiol Actions

DON is used to study mechanisms of glutamine utilizing enzymes such as carbamoyl phosphate synthase and cytidine triphosphate synthase.

Purification Methods

Crystallise it from EtOH, H2O/EtOH, MeOH, 95% aqueous MeOH or H2O/Me2CO. [DeWald & Moor J Am Chem Soc 80 3944 1958, Dion et al. J Am Chem Soc 78 3075 1956, Beilstein 4 IV 3278.]

6-DIAZO-5-OXO-L-NORLEUCINE Preparation Products And Raw materials

Raw materials

Preparation Products

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6-DIAZO-5-OXO-L-NORLEUCINE Suppliers

China 109 Germany 3 India 1 Japan 1 Switzerland 1 United Kingdom 2 United States 11 Global 128
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from 6-DIAZO-5-OXO-L-NORLEUCINE manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
6-Diazo-5-oxo-L-norleucine 157-03-9
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-27
Shaanxi Dideu Medichem Co. Ltd
Product
6-Diazo-5-oxo-l-norleucine 157-03-9
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000Tons
Release date
2024-07-13
Shaanxi Dideu Medichem Co. Ltd
Product
6-DIAZO-5-OXO-L-NORLEUCINE 157-03-9
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
20T
Release date
2024-05-26

157-03-9, 6-DIAZO-5-OXO-L-NORLEUCINERelated Search:

6-Mercaptopurine 8-AZAGUANINE 6-Thioguanine AZASERINE 6-DIAZO-5-OXO-D-NORLEUCINE,H-6-DIAZO-5-OXO-D-NORLEUCINE,(R)-2-Amino-6-diazo-5-oxocaproic acid, (R)-6-Diazo-5-oxo-L-norleucine Diazomethane 6-DIAZO-5-OXO-L-NORLEUCINE Alazopeptin 4-acetylbutyric acid Diazomycin B

  • 6-diazo-5-oxo,l-norleucin
  • 6-diazo-5-oxo-l-norleucin
  • diazo-oxo-norleucine
  • don(pharmaceutical)
  • 6-DIAZO-5-OXO-L-2-AMINOHEXANOIC ACID
  • 6-DIAZO-5-OXO-L-NORLEUCINE
  • 6-DIAZO-5-OXO-NORLEUCINE
  • L-DON
  • DON
  • H-6-DIAZO-5-OXO-L-NORLEUCINE
  • H-6-DIAZO-5-OXO-NLE-OH
  • H-NLE(6-DIAZO-5-OXO)-OH
  • (S)-2-AMINO-6-DIAZO-5-OXOCAPROIC ACID
  • (S)-2-Amino-6-diazo-5-oxocaproic acid, (S)-6-Diazo-5-oxo-L-norleucine
  • H-L-Don-OH
  • (S)-2-Amino-6-diazo-5-oxocaproic acid, DON
  • 5-Oxo-6-diazo-L-norleucine
  • NSC-7365
  • L-Norleucine, 6-diazo-5-oxo-
  • (S)-2-aMino-6-diazo-5-oxohexanoic acid
  • L-DON, 6-Diazo-5-oxo-L-2-aMinohexanoic acid, H-Glu(diazoMethylketone)-OH
  • 6-Diazo-5-oxo-L-norleucine≥ 99% (TBAH, Titration)
  • L-Nle(6-Diazo-5-oxo)-OH
  • D2141
  • (2S)-2-amino-6-diazo-5-oxohexanoic acid
  • L-6-Diazo-5-oxonorleucine
  • 6-Diazo-5-oxo-L-norleucine crystalline
  • 6-DIAZO-5-OXO-L-NORLEUCINE USP/EP/BP
  • Diazo-5-oxo-L-norleucine
  • 6-Diazo-5-oxo-l-norleucine(L-DON,DON)
  • 6-DIAZO-6-OXO-L-NORLEUCINE
  • Diazo-5-oxo-L-norleucine, 6-
  • 157-03-9
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