Fmoc-phenylalanine
Basic information
- CAS
35661-40-6- Standard SMILES
O=C(N[C@@H](Cc1ccccc1)C(=O)O)OCC1c2ccccc2-c2ccccc21- InChIKey
SJVFAHZPLIXNDH-QFIPXVFZSA-N- Molecular formula
- C24H21NO4
- Average molar mass
- 387.4 g/mol
Overview
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Names & identifiers
- Preferred name
- Fmoc-phenylalanine
- IUPAC
- (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylpropanoic acid
- English name
- Fmoc-Phe-OH
- Molecular formula
- C24H21NO4
- Molecular weight
- 387.43
Names & synonyms
FMOC-PHEFMOC-PHENYLALANINERefChem:599550fluorenylmethoxycarbonyl-conjugated phenylalanineFmoc-Phe-OHFmoc-L-phenylalanine35661-40-6Fmoc-L-Phe-OHN-Fmoc-L-phenylalanine286460-71-7MFCD00037128N-(9-Fluorenylmethoxycarbonyl)-L-phenylalanine
Show more names
Fmoc-Phenylalanine-OH(S)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-3-phenylpropanoic acid
(((9H-fluoren-9-yl)methoxy)carbonyl)-L-phenylalanineFMOC-L-PHEN-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-phenylalanineCHEMBL357583(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylpropanoic acid(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propanoic acidM03370L-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
Database identifiers
- CAS
35661-40-6- PubChem CID
- 978331
- ChEMBL
CHEMBL357583- UNII
- UTY9NU6ZEU
- Nikkaji
- J256.551J
Properties
Computed structural properties
- XLogP
- 4.6
- Topological polar surface area
- 75.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 7
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 551
Physicochemical properties
- Melting point
- 180 · 180-187 °C(lit.)
- alpha
- -38 · -38 º (c=1,DMF)
- Boiling point
- 513.39 °C · 513.39°C (rough estimate)
- Density
- 1.2379 · 1.2379 (rough estimate)
- refractive index
- -39.5 ° · -39.5 ° (C=1, DMF)
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), DMF (Sparingly, Sonicated), DMSO (Slightly)
- pka
- 3.77 · 3.77±0.10(Predicted)
- form
- Powder
- color
- White
- optical activity
- 20 · [α]20/D 37°, c = 1 in DMF
- BRN
- 3597808 · 3597808
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C24H21NO4/c26-23(27)22(14-16-8-2-1-3-9-16)25-24(28)29-15-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h1-13,21-22H,14-15H2,(H,25,28)(H,26,27)/t22-/m0/s1
- InChIKey
- SJVFAHZPLIXNDH-QFIPXVFZSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 2924 29 70
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335-H413
- REACH Registrations
- Active
- Precautionary statements
- P261-P273-P305+P351+P338
Chemistry & industry
Applications
Uses(Fmoc-Phe-OH) L-Phenylalanine (P319415) derivative, used in the preparation of peptides and deltorphin derivatives. A potential inhibitor of IGF-I and IGF-Binding Protein-5 complex.
General DescriptionFmoc-Phe-OH is highly hydrophobic and dissolves easily in DMF and NMP. A photoresponsive hydrogel can be easily created by co-assembling Fmoc-Phe-OH and Azp without the need for chemical synthesis.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
24 records
Compound notes
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