HuagongsheHuagongshe Chemistry Print Report · For research reference only
Fmoc-phenylalanine
FMOC-PHE-OH · FMOC-PHE · FMOC-L-PHE-OH · (((9H-Fluoren-9-yl)methoxy)carbonyl)-L-phenylalanine · FMOC-L-PHE · FMOC-L-PHENYLALANINE · FMOC-PHENYLALANINE · Fmoc-Phenylalanine-OH
Identifiers & Physical Properties
| CAS No. | 35661-40-6 |
|---|---|
| Molecular formula | C24H21NO4 |
| Average molar mass | 387.4 g/mol |
| SMILES | O=C(N[C@@H](Cc1ccccc1)C(=O)O)OCC1c2ccccc2-c2ccccc21 |
| InChIKey | SJVFAHZPLIXNDH-QFIPXVFZSA-N |
| PubChem CID | 978331 |
| ChEMBL | CHEMBL357583 |
Chemical & Physical Properties
| XLogP | 4.6 |
|---|---|
| Topological polar surface area | 75.6 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 4 |
| Rotatable bonds | 7 |
| Heavy atoms | 29 |
| Formal charge | 0 |
| Complexity | 551 |
| Melting point | 180-187 °C(lit.) |
| alpha | -38 º (c=1,DMF) |
| Boiling point | 513.39°C (rough estimate) |
| Density | 1.2379 (rough estimate) |
| Refractive index | -39.5 ° (C=1, DMF) |
| Storage conditions | 2-8°C |
| Solubility | Chloroform (Slightly), DMF (Sparingly, Sonicated), DMSO (Slightly) |
| pKa (acidity coefficient) | 3.77±0.10(Predicted) |
| Physical state | Powder |
| Color | White |
| optical activity | [α]20/D 37°, c = 1 in DMF |
| BRN | 3597808 |
| Major applications | 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 |
| SMILES | C(O)(=O)[C@H](CC1=CC=CC=C1)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O |
| CAS DataBase Reference | 35661-40-6(CAS DataBase Reference) |
| UNSPSC Code | 12352209 |
| NACRES | NA.26 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H315-H319-H335-H413 |
| GHS precautionary statements | P261-P273-P305+P351+P338 |
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
| Hazard symbols | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 22-24/25-26 |
| Water hazard class (WGK) | 3 |
| Customs code | 2924 29 70 |
| Storage class | 11 - Combustible Solids |
| REACH registrations | Active |
Safety & Regulations
| Personal protective equipment (PPE) | Eyeshields, Gloves, type N95 (US) |
|---|---|
| Water hazard class (WGK) | 3 |
| Customs code | 2924 29 70 |
| Risk statements (R) | 36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| Safety statements (S) | 22-24/25-26 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H315-H319-H335-H413 |
| REACH registrations | Active |
| GHS precautionary statements | P261-P273-P305+P351+P338 |
Applications & Uses
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 Description
Fmoc-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.