N(alpha)-Fluorenylmethyloxycarbonyl-S-tert-butylcysteine
Basic information
- CAS
67436-13-9- Standard SMILES
CC(C)(C)SCC(NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O- InChIKey
IXAYZHCPEYTWHW-UHFFFAOYSA-N- Molecular formula
- C22H25NO4S
- Average molar mass
- 399.5 g/mol
- Monoisotopic mass
- 399.15042945
Overview
side chain protected amino acid; structure given in first source
Names & identifiers
- Preferred name
- N(alpha)-Fluorenylmethyloxycarbonyl-S-tert-butylcysteine
- IUPAC
- 3-tert-butylsulfanyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
- English name
- Fmoc-Cys(tBu)-OH
- Molecular formula
- C22H25NO4S
- Molecular weight
- 399.51
Names & synonyms
Fmoc-S-tert-butyl-cysNSC 334299L-Cysteine, S-(1,1-dimethylethyl)-N-((9H-fluoren-9-ylmethoxy)carbonyl)-N(alpha)-Fluorenylmethyloxycarbonyl-S-tert-butylcysteineRefChem:16083267436-13-9Fmoc-S-tert-butyl-L-cysteine3-tert-butylsulfanyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acidFmoc-S-t-butyl-D-cysteineNSC334299Fmoc-S-t-butyl-L-cysteineSCHEMBL1491458
Show more names
FMoc-Cys(tBu)FMOC-L-CYS(TBU)-OHFMOC-CYS(TBU)-OHFMOC-CYS(BUT)-OHFMOC-L-CYS(T-BU)FMOC-CYSTEINE(TBU)-OHFMOC-(S)-T-BUTYL-L-CYSFMOC-CYS(TBU)-OH, 98+%FMOC-(S)-TERT-BUTYL-L-CYS
AKOS024374939N(alpha)-fmoc-S-tert-butyl-L-cysteineNSC-334299PD196645DB-042055ST51015002Fmoc-S-t-butyl-L-cysteine;Fmoc-Cys(tBu)-OH3-(tert-butylthio)-2-[(fluoren-9-ylmethoxy)carbonylamino]propanoic acid
Properties
Computed structural properties
- XLogP
- 4.3
- Topological polar surface area
- 101 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 8
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 539
Physicochemical properties
- Melting point
- 136 to · 136.0 to 140.0 °C
- Boiling point
- 603.4 · 603.4±55.0 °C(Predicted)
- Density
- 1.237 · 1.237±0.06 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- Water Solubility
- Soluble in water
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- Crystalline Powder
- pka
- 3.49 · 3.49±0.10(Predicted)
- color
- White
- BRN
- 4577031 · 4577031
- Major Application
- peptide synthesis
- InChI
- 1S/C22H25NO4S/c1-22(2,3)28-13-19(20(24)25)23-21(26)27-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,23,26)(H,24,25)/t19-/m0/s1
- InChIKey
- IXAYZHCPEYTWHW-IBGZPJMESA-N
- SMILES
- CC(C)(C)SC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
- CAS DataBase Reference
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2930 90 16
- safety_code
- 22-24/25
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesFmoc-Cys(tBu)-OH, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.
Upstream & downstream products
Upstream raw materials
Related reactions
1 records
Compound notes
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