Anb-nos

Base Information

• Chemical Name: Anb-nos
• CAS No.: 60117-35-3
• Molecular Formula: C11H7 N5 O6
• Molecular Weight: 305.206
• Hs Code.: 29299090
• European Community (EC) Number: 691-356-1
• DSSTox Substance ID: DTXSID00208867
• Wikidata: Q83083016
• Mol file: 60117-35-3.mol

Synonyms:ANB-NOS;N-5-azido-2-nitrobenzoyloxysuccinimide;N-hydroxysuccinimidyl-5-azido-2-nitrobenzoate

Chemical Property of Anb-nos

Chemical Property:

• Melting Point: 131-133°C
• PSA: 159.25000
• LogP: 1.67126
• Storage Temp.: 2-8°C
• Solubility.: ethyl acetate: 25 mg/mL
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 305.03963296
• Heavy Atom Count: 22
• Complexity: 550

Purity/Quality:

98% ^*data from raw suppliers

N-Succinimidyl 5-Azido-2-nitrobenzoate >97.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C2=C(C=CC(=C2)N=[N+]=[N-])[N+](=O)[O-]
• Description: ANB-NOS Crosslinker contains a nitrophenyl azide group and an amine reactive NHS ester group. It is also able to react with nucleophiles.
• Uses: Photoactive, heterobifunctional cross-linking reagent. Typically, initial reaction couples via ester to primary amine by amide bond formation in the pH range 6.5-8.5. Second bonding occurs during UV irradiation (250-350 nm) via reactive nitrene. The latter bonding is rapid and non-specific. Anb-Nos Crosslinker can be used for devices implanted in the eyes to treat glaucoma and/or dry eye.

Technology Process of Anb-nos

There total 2 articles about Anb-nos which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 5-azido-2-nitrobenzoic acid (60117-34-2) → N-5-Azido-2-nitrobenzoyloxysuccinimide (60117-35-3)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃;

DOI:10.1055/s-2006-950374

Reference yield:

→ N-5-Azido-2-nitrobenzoyloxysuccinimide (60117-35-3)

Guidance literature:

Reference yield: 81.0%

N-5-Azido-2-nitrobenzoyloxysuccinimide (60117-35-3) + triethylamine (121-44-8) + O-(α-D-mannopyranosyl)-(1->4)-O-[6-amino-2-N-(tert-butoxycarbonyl)amino-2,6-di-deoxy-α-D-glucopyranosyl]-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-[(R)-2,3-bis{(1-oxohexadecyl)oxy}propyldimethylammonium phosphate]-D-myoinositol (251446-06-7) → O-(α-D-mannopyranosyl)-(1->4)-O-[6-N-(5'-azido-2-nitrobenzoyl)amino-2-N-(tert-butoxycarbonyl)amino-2,6-di-deoxy-α-D-glucopyranosyl]-(1->6)-2,3:4,5-di-O-cyclohexylidene-1-[(R)-2,3-bis{(1-oxohexadecyl)oxy}propyltriethylammonium phosphate]-D-myoinositol

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1002/(sici)1099-0690(199910)1999:10<2563::aid-ejoc2563>3.0.co;2-i

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

5-azido-2-nitrobenzoic acid

Downstream raw materials:

17α-[(N-5-azido-2-nitrobenzoyl)amidopropyl]-3,3-dimethoxy-5α-androstane-17β-ol

N-(5-azido-2-nitrobenzoyl)-S-tritylglutathione

C₃₅H₅₆N₈O₂₂

C₄₃H₆₉N₉O₂₇

Refernces

• 1、 Galardy et al.. "Photoaffinity labeling of peptide hormone binding sites.". . p. 3510,3511. Retrieved 2007/10/05.