N(alpha)-Fmoc-L-tryptophan
N(alpha)-Fmoc-L-tryptophan
CAS: 35737-15-6
Molecular Formula: C26H22N2O4
N(alpha)-Fmoc-L-tryptophan - Names and Identifiers
| Name | N(alpha)-Fmoc-L-tryptophan |
| Synonyms | Fmoc-Trp-OH Fmoc-L-tryptophan Nalpha-Fmoc-L-Tryptophan N-ALPHA-FMOC-L-TRYPTOPHAN N(alpha)-Fmoc-L-tryptophan N-(9-FLUORENYLMETHOXYCARBONYL)-L-TRYPTOPHAN N-9-FLUORENYLMETHYLOXYCARBONYL-L-TRYPTOPHAN N-[(9H-fluoren-9-ylmethoxy)carbonyl]tryptophan N(alpha)-9-Fluorenylmethoxycarbonyl-L-tryptophan N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-tryptophan N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-TRYPTOPHAN N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-tryptophan N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-TRYPTOPHAN NALPHA-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-TRYPTOPHAN (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate |
| CAS | 35737-15-6 |
| EINECS | 252-706-5 |
| InChI | InChI=1/C26H22N2O4/c29-25(30)24(13-16-14-27-23-12-6-5-7-17(16)23)28-26(31)32-15-22-20-10-3-1-8-18(20)19-9-2-4-11-21(19)22/h1-12,14,22,24,27H,13,15H2,(H,28,31)(H,29,30)/p-1/t24-/m0/s1 |
| InChIKey | MGHMWKZOLAAOTD-DEOSSOPVSA-N |
N(alpha)-Fmoc-L-tryptophan - Physico-chemical Properties
| Molecular Formula | C26H22N2O4 |
| Molar Mass | 426.46 |
| Density | 1.2501 (rough estimate) |
| Melting Point | 182-185°C(lit.) |
| Boling Point | 541.92°C (rough estimate) |
| Specific Rotation(α) | -29 º (c=1,DMF) |
| Flash Point | 384.3°C |
| Solubility | almost transparency in Pyridine |
| Vapor Presure | 2.87E-21mmHg at 25°C |
| Appearance | White powder |
| Color | White to Almost white |
| BRN | 4216624 |
| pKa | 3.89±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | -28.5 ° (C=1, DMF) |
| MDL | MFCD00037126 |
| Use | Used for biochemical reagents, peptide synthesis. |
N(alpha)-Fmoc-L-tryptophan - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S27 - Take off immediately all contaminated clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| HS Code | 2933 99 80 |
N(alpha)-Fmoc-L-tryptophan - Reference Information
| use | Fmoc-L-tryptophan is L-tryptophan protected by Fmo and can be used as an intermediate in pharmaceutical synthesis. Cyclic peptide compounds can be used as tachykinin antagonists, and can be prepared by Fmoc-protected D-and L-tryptophan compounds. |
| Synthesis | For Fmoc peptide synthesis, trifluoroacetic acid (TFA) is usually used as a high-concentration (90-95%) deprotectant, and the remaining 5-10% It is usually water and various scavengers, especially sulfur-containing compounds, such as thioanisole and 1, 2-ethanedithiol. The scavenger is used to inhibit the side reaction of reactive cations produced by TFA with sensitive amino acid side chains such as Trp under the action of protective groups. |
Last Update：2024-04-10 22:29:15
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