Fmoc-Cys(Acm)-OH - ≥98% , CAS No.86060-81-3

CAS: 86060-81-3 Cat. No.: F116775 Molecular Weight: 414.47 Beilstein Registry Number: 4725388 EC Number: 617-794-5

GRADE & PURITY ≥98%

Synonyms

AM20041256 | 3-[(ACETAMIDOMETHYL)SULFANYL]-2-({[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}AMINO)PROPANOIC ACID | N-Fmoc-S-[(acetylamino)methyl]-L-cysteine | (2R)-3-[(acetamidomethyl)sulfanyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid | FD21250 |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

The side-chain Acm group is stable to TFA, but can be removed with Hg(II)or Ag(I) to give cysteinyl peptides, or oxidatively with Tl(III) or I2 to generate cystinyl peptides.

Specifications

Synonyms

AM20041256 | 3-[(ACETAMIDOMETHYL)SULFANYL]-2-({[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}AMINO)PROPANOIC ACID | N-Fmoc-S-[(acetylamino)methyl]-L-cysteine | (2R)-3-[(acetamidomethyl)sulfanyl]-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid | FD21250 |

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488187801
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187801
• Canonical Smiles: CC(=O)NCSCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• IUPAC Name: (2R)-3-(acetamidomethylsulfanyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
• InChIKey: CSMYOORPUGPKAP-IBGZPJMESA-N
• INCHI: 1S/C21H22N2O5S/c1-13(24)22-12-29-11-19(20(25)26)23-21(27)28-10-18-16-8-4-2-6-14(16)15-7-3-5-9-17(15)18/h2-9,18-19H,10-12H2,1H3,(H,22,24)(H,23,27)(H,25,26)/t19-/m0/s1
• Isomeric SMILES: CC(=O)NCSC[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• WGK Germany: 3
• Molecular Weight: 414.47
• Beilstein: 4725388
• Reaxy-Rn: 34555775
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=34555775&ln=

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: Cysteine and derivatives N,S-acetals Carbamate esters Acetamides Secondary carboxylic acid amides Organic carbonic acids and derivatives Sulfenyl compounds Monocarboxylic acids and derivatives Dialkylthioethers Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Fluorene - Cysteine or derivatives - Alpha-amino acid or derivatives - Carbamic acid ester - Acetamide - N,s-acetal - Carboxamide group - Secondary carboxylic acid amide - Carbonic acid derivative - Carboxylic acid derivative - Dialkylthioether - Sulfenyl compound - Carboxylic acid - Hemithioaminal - Thioether - Monocarboxylic acid or derivatives - Organic oxide - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Hydrocarbon derivative - Organopnictogen 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

• Sensitivity: Air sensitive; Moisture sensitive
• Melt Point(°C): 147-150°C
• Molecular Weight: 414.500 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 414.125 Da
• Monoisotopic Mass: 414.125 Da
• Topological Polar Surface Area: 130.000 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 580.000
• 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