SMPH Crosslinker - ≥97% , CAS No.367927-39-7

CAS: 367927-39-7 Cat. No.: S596949 Molecular Weight: 379.36 EC Number: 686-180-7

GRADE & PURITY ≥97%

Synonyms

AS-69227 | LCZC1636 | A6332 | BP-22646 | SMPH Crosslinker | succinimidyl-6-(beta-maleimidopropionamido)hexanoate | 2,5-dioxopyrrolidin-1-yl 6-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanamido]hexanoate | AKOS027384368 | SCHEMBL109173 | WCMOHMXWOOBVMZ-U

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

SMPH Crosslinker is a non-cleavable, water soluble crosslinker containing a maleimide and NHS ester group. The maleimide is able to react with thiol groups between pH 6.5 to 7.5 to form thiolester bonds. NHS ester groups are reactive toward primary amines.

Specifications

Synonyms

AS-69227 | LCZC1636 | A6332 | BP-22646 | SMPH Crosslinker | succinimidyl-6-(beta-maleimidopropionamido)hexanoate | 2, 5-dioxopyrrolidin-1-yl 6-[3-(2, 5-dioxo-2, 5-dihydro-1H-pyrrol-1-yl)propanamido]hexanoate | AKOS027384368 | SCHEMBL109173 | WCMOHMXWOOBVMZ-U

Specifications & Purity

≥97%

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Canonical Smiles: C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCN2C(=O)C=CC2=O
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 6-[3-(2,5-dioxopyrrol-1-yl)propanoylamino]hexanoate
• InChIKey: WCMOHMXWOOBVMZ-UHFFFAOYSA-N
• INCHI: 1S/C17H21N3O7/c21-12(9-11-19-13(22)5-6-14(19)23)18-10-3-1-2-4-17(26)27-20-15(24)7-8-16(20)25/h5-6H,1-4,7-11H2,(H,18,21)
• Isomeric SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCN2C(=O)C=CC2=O
• Molecular Weight: 379.36
• Reaxy-Rn: 14475279
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=14475279&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrrolidines
      • Subclass Pyrrolidones

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrrolidines
• Subclass: Pyrrolidones
• Intermediate Tree Nodes: Not available
• Direct Parent: Maleimides
• Alternative Parents: Pyrrolidine-2-ones N-substituted carboxylic acid imides Pyrrolines Dicarboximides Secondary carboxylic acid amides Lactams Monocarboxylic acids and derivatives Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Maleimide - Carboxylic acid imide, n-substituted - 2-pyrrolidone - Carboxylic acid imide - Dicarboximide - Pyrroline - Carboxamide group - Lactam - Secondary carboxylic acid amide - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Azacycle - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as maleimides. These are compounds containing a 2,5-pyrroledione moiety.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive
• Molecular Weight: 379.400 g/mol
• XLogP3: -1.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 379.138 Da
• Monoisotopic Mass: 379.138 Da
• Topological Polar Surface Area: 130.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 652.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1