Fmoc-Gly-OH
N-[(9H-fluoren-9-ylmethoxy)carbonyl]glycine
CAS: 29022-11-5
Molecular Formula: C17H15NO4
Fmoc-Gly-OH - Names and Identifiers
| Name | N-[(9H-fluoren-9-ylmethoxy)carbonyl]glycine |
| Synonyms | FMOC-GLY FMOC-L-GLY Fmoc-Gly-OH FMOC-GLY-OH FMOC-GLYCINE Fmoc-glycine FMOC-L-GLY-OH FMOC-L-GLYCINE F-FMOC-GLYCINE 9-FLUORENYLMETHOXYCARBONYL-GLYCINE N-(9-Fluorenylmethoxycarbonyl)-glycine N-[(9H-fluoren-9-ylmethoxy)carbonyl]glycine {[(9H-fluoren-9-ylmethoxy)carbonyl]amino}acetate N~6~-(tert-butoxycarbonyl)-N~2~-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-lysine |
| CAS | 29022-11-5 |
| EINECS | 249-373-3 |
| InChI | InChI=1/C17H15NO4/c19-16(20)9-18-17(21)22-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15H,9-10H2,(H,18,21)(H,19,20)/p-1 |
| InChIKey | NDKDFTQNXLHCGO-UHFFFAOYSA-N |
Fmoc-Gly-OH - Physico-chemical Properties
| Molecular Formula | C17H15NO4 |
| Molar Mass | 297.31 |
| Density | 1.1671 (rough estimate) |
| Melting Point | 174-175°C(lit.) |
| Boling Point | 438.82°C (rough estimate) |
| Flash Point | 283.8°C |
| Solubility | almost transparency in Methanol |
| Vapor Presure | 9.69E-13mmHg at 25°C |
| Appearance | White to bright yellow crystals |
| Color | White |
| BRN | 2163967 |
| pKa | 3.89±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.4500 (estimate) |
| MDL | MFCD00037140 |
| Use | Used for biochemical reagents, peptide synthesis. |
Fmoc-Gly-OH - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| HS Code | 29242995 |
Fmoc-Gly-OH - Reference
| Reference Show more | 1. [IF=0.886] Wu W. et al."Biosynthesis of Novel Naphthoquinone Derivatives in the Commonly-used Chassis Cells Saccharomyces cerevisiae and Escherichia coli."Appl Biochem Micro+. 2021 Dec;57(1):S11-S26 |
Fmoc-Gly-OH - Reference Information
| introduction | Fmoc-glycine is glycine protected by Fmoc. Fluorene methoxycarbonyl (Fmoc) is a base-sensitive protective group, which can be used in concentrated ammonia water or dioxane-methanol-4N NaOH(30:9:1) and piperidine, ethanolamine, cyclohexylamine, 1,4-Dioxane, pyrrolidone and other ammonia 50% dichloromethane solution. Under weak alkaline conditions such as sodium carbonate or sodium bicarbonate, Fmoc protecting group is generally introduced by Fmoc-Cl or Fmoc-OSu. |
| Application | Fmoc-glycine is Fmoc-protected glycine, which is mainly used to synthesize polypeptides. The difference of amino acid protection groups has a great impact on the efficiency and yield of polypeptide synthesis. For example, Fmoc-glycine can be used to prepare a glycine derivative corrosion inhibitor, and the Fmoc-protecting group and hydrophobic long chain are connected to the glycine molecule through the amidation reaction, and the heteroatom (N, O, etc.) Or unsaturated bonds) and the bisphenyl ring containing π electrons are adsorbed on the metal, and the hydrophobic long chain blocks the water molecules, so that it forms a protective film on the steel surface to achieve the purpose of corrosion protection. |
| preparation | Fmoc-glycine synthesis specific steps are as follows: 3.0g glycine is dissolved in 115ml of 10% Na2CO3, cooled to -4~0 ℃,11.2g Fmoc-Cl dissolved in 35.0ml of acetone and added to the system dropwise, after dropwise addition, stirring in ice bath for 30min, and then stirring at room temperature for 2.0h. The reaction progress was monitored by thin layer chromatography. After the reaction was completed, 400ml of water was poured into water, ether was extracted twice, cooled and adjusted to pH2 with concentrated hydrochloric acid, a large amount of white solid was precipitated, 50 ml of ethyl acetate was extracted three times, anhydrous magnesium sulfate was dried, solvent was distilled under reduced pressure, and petroleum ether was used to precipitate to obtain 11.5g of Fmoc-glycine. After purification, the purity of the product was 97.35% by high performance liquid chromatography. |
Last Update：2024-04-09 21:01:54
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