Fmoc-Ala-Ala-OH
- CAS No.
- 87512-31-0
- Chemical Name:
- Fmoc-Ala-Ala-OH
- Synonyms
- FMoc-Ala-Ala;FMoc-AA-OH;(((9H-Fluoren-9-yl)methoxy)carbonyl)-L-alanyl-L-alanine;(S)-2-((S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)propanamido)propanoic acid;Fmoc-L-Ala-L-Ala-OH;N-Fmoc-L-alanyl-L-alanine;Fmoc-beta-Ala-beta-Ala-OH;Fmoc-Ala-Ala-OH;Fmoc-L-Ala-Ala-OH;Fmoc-Ala-Ala-OH99%
- CBNumber:
- CB0281317
- Molecular Formula:
- C21H22N2O5
- Molecular Weight:
- 382.41
- MDL Number:
- MFCD00190869
- MOL File:
- 87512-31-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 175-179℃ (ethyl acetate hexane ) |
|---|---|
| Boiling point | 674.2±45.0 °C(Predicted) |
| Density | 1.280±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,2-8°C |
| form | solid |
| pka | 3.49±0.10(Predicted) |
| color | White |
| InChIKey | VXGGBPQPMISJCA-STQMWFEESA-N |
| SMILES | C(O)(=O)[C@H](C)NC(=O)[C@H](C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H319-H335-H302+H312+H332-H315 |
| Precautionary statements | P280-P301+P312-P362+P364 |
| HS Code | 2924297099 |
Fmoc-Ala-Ala-OH price More Price(68)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Usbiological | 277209 | Fmoc-Ala-Ala-OH Asreported | 87512-31-0 | 500mg | $340 | 2026-06-03 | Buy |
| Usbiological | 277209 | Fmoc-Ala-Ala-OH Asreported | 87512-31-0 | 1g | $549 | 2026-06-03 | Buy |
| Usbiological | 277209 | Fmoc-Ala-Ala-OH Asreported | 87512-31-0 | 2g | $758 | 2026-06-03 | Buy |
| Usbiological | 277209 | Fmoc-Ala-Ala-OH Asreported | 87512-31-0 | 5g | $1244 | 2026-06-03 | Buy |
| Usbiological | 277209 | Fmoc-Ala-Ala-OH Asreported | 87512-31-0 | 10g | $1785 | 2026-06-03 | Buy |
Fmoc-Ala-Ala-OH Chemical Properties, Uses, Production
Description
Fmoc-Ala-Ala-OH is a Fmoc-protected alanine derivative for use in proteomics research and solid-phase peptide synthesis techniques. Alanine is one of the simplest amino acids with a methyl side chain. This small side chain is highly flexible (second only to glycine) for incorporation into peptide chains. The Fmoc group is usually removed with a base such as pyridine, a deprotection strategy orthogonal to the acidic Labilie Boc group. It consists of two L-alanine molecules linked together by a peptide bond, with a protecting group (Fmoc) attached to the N-terminal amino acid. The Fmoc group provides stability and protection during peptide synthesis, and can be easily removed, exposing the free amino group for further reactions.
Uses
Fmoc-Ala-Ala-OH is a self-assemble fluorenylmethoxycarbonyl-dipeptide, which is a smaller amphiphilic building blocks consists dipeptides linked to fluore nylmethoxycarbonyl (Fmoc). Fmoc-Ala-Ala-OH can be used as scaffold materials in 3D cell culture.
Synthesis
35661-39-3
87512-31-0
General procedure for the synthesis of (S)-2-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)propionylamino)propanoic acid from N-fluorenylmethoxycarbonyl-L-alanine (Fmoc-L-Ala-OH): Fmoc-L-Ala-OH (0.93 g, 3.0 mmol) was dissolved in dichloromethane (25 mL), added 2 -chlorotrityl chloride resin (6 g, loading 0.5 mmol/g) to N,N-diisopropylethylamine (DIPEA, 0.52 mL, 3.0 mmol). The resin mixture was stirred for 14 min, then DIPEA (0.78 mL, 4.5 mmol) was added and the reaction continued to be shaken for 2.5 h. The reaction was carried out for 2.5 min. After completion of the reaction, the reaction solution was drained and the resin was washed with N,N-dimethylformamide (DMF, 20 mL). Next, a mixture of dichloromethane/methanol/DIPEA (40 mL, 80:15:5, v/v) was added and shaken for 30 min, the solution was drained and this washing process was repeated. After that, the resin was washed with DMF (20 mL). A DMF solution of piperidine (15.0 mL, piperidine:DMF=1:4) was added to the resin mixture, shaken for 10 min, drained the liquid and repeated the piperidine wash for 40 min. Subsequently, the resin loaded with amino acids was thoroughly washed with DMF (35 mL), isopropanol (35 mL), and hexane (35 mL) in that order. The resin was dried under vacuum for 30 min and then placed in a desiccator overnight. Dichloromethane (50 mL) was added to the dried resin and left to stand for 1 hour before draining the solution. Next, HBTU (4.27 g, 11.25 mmol), HOBt (1.72 g, 11.25 mmol), Fmoc-L-Ala-OH (2.34 g, 7.5 mmol), and DIPEA (2.61 mL, 15.0 mmol) were dissolved in DMF (11.3 mL), and added to the resin mixture and stirred to react for 4 hours After the reaction was completed, the reaction solution was discharged. After the reaction was completed, the reaction solution was drained and the resin was washed with DMF (30 mL), isopropanol (30 mL) and hexane (30 mL) sequentially. Finally, a dichloromethane solution of 2,2,2-trifluoroethanol (15 mL, 1:4, v/v) was added to the resin, and the solution was discharged after stirring for 2 h. The organic solvent was removed under vacuum to give the target product (0.90 g, 78% yield) as a yellow foam. The melting point of the product was 195-196 °C; the Rf value was 0.53 (unfolding agent was dichloromethane/methanol, 9:1, v/v); the specific optical rotation [α]D20 was -23.9 (c 0.14, methanol); the infrared spectroscopy (ATR) νmax showed that the absorption peaks were located at 3297, 2918, 1692, 1650, 1533, 1450, 1318, 1229 cm-1; NMR hydrogen (CDCl3, 500 MHz) and carbon (CDCl3, 125 MHz) spectral data were consistent with the structure of the target compounds; high-resolution mass spectrometry (HRESIMS) showed the [M + Na]+ peak to be 405.1424 (calculated value C21H22N2NaO5, 405.1421).
References
[1] Tetrahedron, 2018, vol. 74, # 48, p. 6929 - 6938
[2] Journal of the American Chemical Society, 2014, vol. 136, # 10, p. 3919 - 3927
[3] Patent: WO2015/187540, 2015, A1
[4] Patent: EP3184540, 2017, A1
[5] Angewandte Chemie - International Edition, 2017, vol. 56, # 50, p. 15984 - 15988
Fmoc-Ala-Ala-OH Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| SICHUAN TONGSHENG BIOPHARMACEUTICAL CO., LTD | 0838-2809458 13350585791 | pharm@biots.cn | China | 774 | 58 |
| Sichuan Tongsheng Amino acids Co.,Ltd. | 0838-2274206 17340404235 | sales@biots.cn | China | 300 | 66 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| GL Biochem (Shanghai) Ltd | 21-61263452 13641803416 | ymbetter@glbiochem.com | China | 9981 | 64 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Chemsky (shanghai) International Co.,Ltd | 021-50135380 | shchemsky@sina.com | China | 15350 | 60 |
| Shanghai Raise Chemical Technology Co.,Ltd | +86-021-50935922 | China | 7854 | 55 | |
| Guangzhou Isun Pharmaceutical Co., Ltd | 020-39119399 18927568969 | isunpharm@qq.com | China | 4773 | 55 |
| TargetMol Chemicals Inc. | 021-021-33632979 15002134094 | marketing@targetmol.com | China | 7993 | 58 |
| Tianjin Chempharmatech Co.,Ltd. | 022-66211079 13212288319 | sales@chempharmatech.com | China | 943 | 55 |
View Latest Price from Fmoc-Ala-Ala-OH manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-17 | Fmoc-β-L-Ala-Ala-OH
87512-31-0
|
1kg | 98% | 1T+ | Sichuan HongRi Pharma-Tech Co.,Ltd | ||
 |
2025-04-04 | FMOC-ALA-ALA-OH
87512-31-0
|
1KG | 98% | 1ton | Henan Aochuang Chemical Co.,Ltd.
|
||
 |
2020-01-06 | Fmoc-β-Ala-Ala-OH
87512-31-0
|
$1.00 | 10g | 98% | 100kg | Sichuan Jiaying Lai Technology Co.,LTD |
-
- Fmoc-β-L-Ala-Ala-OH
87512-31-0
- 98%
- Sichuan HongRi Pharma-Tech Co.,Ltd
-
- FMOC-ALA-ALA-OH
87512-31-0
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- Fmoc-β-Ala-Ala-OH
87512-31-0
- $1.00
- 98%
- Sichuan Jiaying Lai Technology Co.,LTD
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