Cas no 204260-38-8 (Fmoc-4-methyl-D-phenylalanine)
Fmoc-4-methyl-D-phenylalanine Chemical and Physical Properties
Names and Identifiers
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- Fmoc-4-methyl-D-phenylalanine
- Fmoc-D-Phe(4-Me)-OH
- Fmoc-D-4-Methylphe
- Fluorenylmethoxycarbonyl-D-4-methylphenylalanine
- FMOC-D-4-METHYLPHENYLALANINE
- Fmoc-p-Me-D-Phe-OH
- 4-Methyl-D-phenylalanine, N-FMOC protected
- AmbotzFAA1683
- Fmoc-L-phe(4-me)-OH
- FMOC-P-ME-D-PHENYLALANINE
- Fmoc-4-Methy-D-Phenylalanine
- (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(4-methylphenyl)propanoic acid
- DTXSID20373223
- SCHEMBL118250
- N-FLUORENEMETHOXYCARBONYL-L-4-METHYL PHENYLALANINE
- MFCD00270196
- UXLHLZHGQPDMJQ-HSZRJFAPSA-N
- (2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(4-methylphenyl)propanoic acid
- CS-0153092
- J-013304
- AKOS015837378
- A50177
- (R)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-3-P-TOLYLPROPANOIC ACID
- AM83433
- PS-12014
- AC-9930
- 204260-38-8
- D-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-4-methyl-
- EN300-3421786
- (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(4-methylphenyl)propanoic acid
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- MDL: MFCD00270196
- Inchi: 1S/C25H23NO4/c1-16-10-12-17(13-11-16)14-23(24(27)28)26-25(29)30-15-22-20-8-4-2-6-18(20)19-7-3-5-9-21(19)22/h2-13,22-23H,14-15H2,1H3,(H,26,29)(H,27,28)/t23-/m1/s1
- InChI Key: UXLHLZHGQPDMJQ-HSZRJFAPSA-N
- SMILES: O(C(N[C@@H](C(=O)O)CC1C=CC(C)=CC=1)=O)CC1C2C=CC=CC=2C2=CC=CC=C12
Computed Properties
- Exact Mass: 401.16300
- Monoisotopic Mass: 401.163
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 5
- Heavy Atom Count: 30
- Rotatable Bond Count: 8
- Complexity: 578
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Topological Polar Surface Area: 75.6A^2
- Surface Charge: 0
- Tautomer Count: 2
- XLogP3: 5
Experimental Properties
- Color/Form: No data avaiable
- Density: 1.3±0.1 g/cm3
- Melting Point: 168 oC
- Boiling Point: 629.1±55.0 °C at 760 mmHg
- Flash Point: 334.3±31.5 °C
- PSA: 75.63000
- LogP: 4.92030
- Vapor Pressure: 0.0±1.9 mmHg at 25°C
- Specific Rotation: 31 o (c=1,DMF)
Fmoc-4-methyl-D-phenylalanine Security Information
- Signal Word:Warning
- Hazard Statement: H315 (100%) H319 (100%) H335 (100%)
- Warning Statement: P264+P280+P305+P351+P338+P337+P313
- WGK Germany:3
- Safety Instruction: H315 (100%) H319 (100%) H335 (100%)
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Hazardous Material Identification:
- Storage Condition:Store at 4 ° C, -4 ° C is better
- HazardClass:IRRITANT
Fmoc-4-methyl-D-phenylalanine Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | F641515-100mg |
Fmoc-4-methyl-d-phenylalanine |
204260-38-8 | 100mg |
$64.00 | 2023-05-18 | ||
| TRC | F641515-250mg |
Fmoc-4-methyl-d-phenylalanine |
204260-38-8 | 250mg |
$115.00 | 2023-05-18 | ||
| TRC | F641515-500mg |
Fmoc-4-methyl-d-phenylalanine |
204260-38-8 | 500mg |
$167.00 | 2023-05-18 | ||
| TRC | F641515-1g |
Fmoc-4-methyl-d-phenylalanine |
204260-38-8 | 1g |
$236.00 | 2023-05-18 | ||
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | F88630-1g |
Fmoc-D-Phe(4-Me)-OH |
204260-38-8 | 98% | 1g |
¥243.0 | 2023-09-07 | |
| SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd. | F88630-250mg |
Fmoc-D-Phe(4-Me)-OH |
204260-38-8 | 98% | 250mg |
¥98.0 | 2023-09-07 | |
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | F809442-250mg |
Fmoc-D-Phe(4-Me)-OH |
204260-38-8 | 98% | 250mg |
¥94.50 | 2022-01-14 | |
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | F809442-1g |
Fmoc-D-Phe(4-Me)-OH |
204260-38-8 | 98% | 1g |
¥226.80 | 2022-01-14 | |
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | F809442-5g |
Fmoc-D-Phe(4-Me)-OH |
204260-38-8 | 98% | 5g |
¥1,125.00 | 2022-01-14 | |
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | F809442-25g |
Fmoc-D-Phe(4-Me)-OH |
204260-38-8 | 98% | 25g |
¥4,905.00 | 2022-01-14 |
Fmoc-4-methyl-D-phenylalanine Suppliers
Fmoc-4-methyl-D-phenylalanine Related Literature
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Chandran Rajendran,Govindaswamy Satishkumar,Charlotte Lang,Eric M. Gaigneaux Catal. Sci. Technol., 2020,10, 2583-2592
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Jianyao Huang,Dong Gao,Zhihui Chen,Weifeng Zhang Polym. Chem., 2021,12, 2471-2480
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Huiying Xu,Lu Zheng,Yu Zhou,Bang-Ce Ye Analyst, 2021,146, 5542-5549
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Bo Cao,Yin Wei Chem. Commun., 2018,54, 2870-2873
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5. An all-solid-state imprinted polymer-based potentiometric sensor for determination of bisphenol S?Rongning Liang,Tanji Yin,Ruiqing Yao,Wei Qin RSC Adv., 2016,6, 73308-73312
Additional information on Fmoc-4-methyl-D-phenylalanine
Professional Introduction to Fmoc-4-methyl-D-phenylalanine (CAS No. 204260-38-8)
Fmoc-4-methyl-D-phenylalanine, with the chemical identifier CAS No. 204260-38-8, is a crucial intermediate in the field of peptidomimetics and pharmaceutical synthesis. This compound, featuring an Fmoc (fluorenylmethyloxycarbonyl) protecting group and a chiral D-amino acid backbone, has garnered significant attention due to its utility in constructing complex peptide-based therapeutics.
The Fmoc protecting group is particularly noteworthy for its stability under basic conditions, making it an ideal choice for solid-phase peptide synthesis (SPPS). This property allows for efficient and controlled assembly of peptide chains, which is essential for the development of biologics such as antibodies and enzyme inhibitors. The incorporation of 4-methyl substituent in the phenyl ring of D-phenylalanine enhances the steric hindrance and improves the solubility profile of the resulting peptides, thereby facilitating their biological activity.
In recent years, there has been a surge in research focused on peptidomimetics—molecules that mimic the structure and function of natural peptides but with improved pharmacokinetic properties. Fmoc-4-methyl-D-phenylalanine plays a pivotal role in this domain by serving as a building block for designing novel peptidomimetics. These peptidomimetics are being explored for their potential in treating various diseases, including cancer, inflammation, and neurodegenerative disorders.
One of the most compelling applications of Fmoc-4-methyl-D-phenylalanine is in the development of protease inhibitors. Proteases are enzymes that play a critical role in numerous biological processes, and their overactivity or misregulation is associated with several diseases. By designing peptidomimetics that specifically target these proteases, researchers aim to develop highly selective and potent inhibitors. For instance, studies have shown that peptidomimetics incorporating Fmoc-protected D-amino acids exhibit enhanced binding affinity and stability against target proteases compared to their natural peptide counterparts.
The use of Fmoc-4-methyl-D-phenylalanine also extends to the field of vaccine development. Peptide-based vaccines are designed to elicit an immune response by mimicking pathogenic antigens. The structural integrity and biological activity of these vaccines can be significantly improved by incorporating chiral amino acids like D-phenylalanine. This modification not only enhances vaccine efficacy but also reduces potential side effects.
Advances in synthetic methodologies have further expanded the utility of Fmoc-4-methyl-D-phenylalanine. Modern SPPS techniques, coupled with automated synthesizers, have made it possible to construct complex peptides with high precision and yield. Additionally, innovations in computational chemistry have enabled researchers to predict and optimize the properties of peptidomimetics before experimental synthesis, thereby accelerating drug discovery pipelines.
The growing interest in green chemistry has also influenced the synthesis of Fmoc-4-methyl-D-phenylalanine. Researchers are increasingly adopting sustainable practices to minimize waste and reduce environmental impact. For example, solvent-free reactions and biocatalytic approaches are being explored as alternatives to traditional synthetic methods. These advancements not only align with global sustainability goals but also enhance cost-effectiveness and scalability.
In conclusion, Fmoc-4-methyl-D-phenylalanine (CAS No. 204260-38-8) is a versatile and indispensable compound in modern pharmaceutical research. Its unique combination of protective group functionality and chiral purity makes it an invaluable tool for constructing advanced peptidomimetics. As research continues to uncover new therapeutic applications, the demand for high-quality intermediates like Fmoc-4-methyl-D-phenylalanine is expected to grow exponentially.