Fmoc-Cys(Dpm)-OH - ≥98% , CAS No.247595-29-5

CAS: 247595-29-5 Cat. No.: F478880 Molecular Weight: 509.63 EC Number: 189-337-3 PubChem CID: 46737389

GRADE & PURITY ≥98%

Synonyms

Fmoc-Cys(Dpm)-OH, N-α-Fmoc-S-diphenylmethyl-L-cysteine | S-(Diphenylmethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Description

The Dpm group has increased stability compared to Trt, enabling selective removal of Mtt groups on the solid phase with dilute TFA without loss of Dpm groups. Furthermore, the Dpm group is removed by treatment with 95% TFA cleavage cocktails. Racemization during carboxyl activation is lower with this derivative than with Fmoc-Cys(Trt)-OH.

Specifications

Synonyms

Fmoc-Cys(Dpm)-OH, N-α-Fmoc-S-diphenylmethyl-L-cysteine | S-(Diphenylmethyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine

Specifications & Purity

≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488201316
• Canonical Smiles: C1=CC=C(C=C1)C(C2=CC=CC=C2)SCC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35
• IUPAC Name: (2R)-3-benzhydrylsulfanyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
• InChIKey: IVPLDYIPIHKRET-NDEPHWFRSA-N
• INCHI: 1S/C31H27NO4S/c33-30(34)28(20-37-29(21-11-3-1-4-12-21)22-13-5-2-6-14-22)32-31(35)36-19-27-25-17-9-7-15-23(25)24-16-8-10-18-26(24)27/h1-18,27-29H,19-20H2,(H,32,35)(H,33,34)/t28-/m0/s1
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)SC[C@@H](C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35
• PubChem CID: 46737389
• Molecular Weight: 509.63

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Fluorenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Fluorenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Fluorenes
• Alternative Parents: Diphenylmethanes Cysteine and derivatives Carbamate esters Sulfenyl compounds Monocarboxylic acids and derivatives Dialkylthioethers Carboxylic acids Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Diphenylmethane - Fluorene - Cysteine or derivatives - Alpha-amino acid or derivatives - Monocyclic benzene moiety - Carbamic acid ester - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Thioether - Dialkylthioether - Sulfenyl compound - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Carbonyl group - Organic nitrogen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as fluorenes. These are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.
• 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

• Melt Point(°C): 73-78°
• Molecular Weight: 509.600 g/mol
• XLogP3: 6.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 509.166 Da
• Monoisotopic Mass: 509.166 Da
• Topological Polar Surface Area: 101.000 Ų
• Heavy Atom Count: 37
• Formal Charge: 0
• Complexity: 709.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• 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