5-hexynoic NHS ester

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5-hexynoic NHS ester

5-hexynoic NHS ester | CAS 906564-59-8

Catalog Number R01-0002
Category Alkynes
Molecular Formula C10H11NO4
Molecular Weight 209.20
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Product Introduction

5-hexynoic NHS ester is a bioorthogonal conjugation building block that provides a bioorthogonal click 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

  • Application

  • Computed Properties

  • Patents

Chemical Information

Synonyms Alkyne NHS ester (hexynoic acid NHS ester);1-(5-Hexynoyloxy)-2,5-pyrrolidinedione;
Purity ≥98%
IUPAC Name
SMILES C#CCCCC(=O)ON1C(=O)CCC1=O
InChI InChI=1S/C10H11NO4/c1-2-3-4-5-10(14)15-11-8(12)6-7-9(11)13/h1H,3-7H2
InChIKey CXSSWEBEHUYETJ-UHFFFAOYSA-N
Solubility good in organic solvents (DMF, DMSO, DCM)
Appearance Soild powder

Application

Computed Properties

XLogP3 0.1
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 5
Exact Mass 209.06880783 g/mol
Monoisotopic Mass 209.06880783 g/mol
Topological Polar Surface Area 63.7Ų
Heavy Atom Count 15
Formal Charge 0
Complexity 323
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-2022056273-A1 Lipid conjugates for the delivery of therapeutic agents 2020-09-11
EP-3889155-A1 Biomimetic g-quartet compounds 2020-03-31
WO-2021198239-A1 Biomimetic g-quartet compounds 2020-03-31
WO-2019242691-A1 Paclitaxel-lipid-polysaccharide dual-type conjugate, preparation method therefor and use thereof 2018-06-20
EP-3812376-A1 Paclitaxel-lipid-polysaccharide dual-type conjugate, preparation method therefor and use thereof 2018-06-20

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