3-azidopropanoate-N-hydroxysuccinimide ester

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3-azidopropanoate-N-hydroxysuccinimide ester

3-azidopropanoate-N-hydroxysuccinimide ester | CAS 850180-76-6

Catalog Number R14-0324
Category Azides
Molecular Formula C7H8N4O4
Molecular Weight 212.16
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Product Introduction

3-azidopropanoate-N-hydroxysuccinimide ester is a bioorthogonal conjugation building block that provides an azide handle for modular click-chemistry workflows. The molecule can be used to introduce a click-reactive group onto an antibody, peptide, linker intermediate, or payload-containing component, depending on the chemistry of its second terminal functionality. Its additional reactive group is nhs/succinimidyl ester (amine-reactive) for antibody lysines/primary amines. Conjugation can be performed using spaac with dbco/bcn-functionalized partner or cuaac with terminal alkyne partner, depending the complementary handle. The sequence and orientation of the coupling steps should be selected according to the functional groups carried by the two conjugation partners.

  • Chemical Information

  • Product Specification

  • Application

  • Computed Properties

  • Patents

Chemical Information

Synonyms 3-Azidopropanoic acid NHS ester;Propanoic acid, 3-​azido-​, 2,​5-​dioxo-​1-​pyrrolidinyl ester ;
Purity ≥98%
IUPAC Name (2,5-dioxopyrrolidin-1-yl) 3-azidopropanoate
SMILES C1CC(=O)N(C1=O)OC(=O)CCN=[N+]=[N-]
InChI InChI=1S/C7H8N4O4/c8-10-9-4-3-7(14)15-11-5(12)1-2-6(11)13/h1-4H2
InChIKey WATICTZQAVLEKN-UHFFFAOYSA-N
Solubility DMSO, DCM, DMF
Appearance Soild powder

Product Specification

Storage -20 °C

Application

Computed Properties

XLogP3 0.1
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 5
Exact Mass 212.05455475 g/mol
Monoisotopic Mass 212.05455475 g/mol
Topological Polar Surface Area 78Ų
Heavy Atom Count 15
Formal Charge 0
Complexity 331
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Patents

Publication Number Title Priority Date
WO-2020086311-A1 Thiophosphorodichloridate reagents for chemoselective histidine bioconjugation 2018-10-23
US-2021230215-A1 Thiophosphorodichloridate Reagents for Chemoselective Histidine Bioconjugation 2018-10-23
US-2016272669-A1 Novel reagents for universal site-specific labeling and modifications of nucleic acids 2015-03-17
US-9856285-B2 Reagents for universal site-specific labeling and modifications of nucleic acids 2015-03-17
US-10557853-B2 Molecular sensor and methods of use thereof 2012-12-31

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