138775-05-0 Usage
Description
Fmoc-N-methyl-D-phenylalanine, also known as Fmoc-D-MePhe-OH, is a synthetic amino acid derivative that serves as an intermediate in the preparation of various bioactive compounds. It is characterized by its white to off-white solid appearance and plays a significant role in the pharmaceutical and biotechnology industries due to its unique chemical properties.
Uses
Used in Pharmaceutical Industry:
Fmoc-N-methyl-D-phenylalanine is used as an intermediate for the synthesis of fluorinated analogs of pepstatin A and grassystatin A. These analogs function as inhibitors of aspartic protease enzymes, which are crucial in various biological processes and are often targeted for therapeutic intervention in diseases such as cancer, autoimmune disorders, and viral infections.
The application of Fmoc-N-methyl-D-phenylalanine in the pharmaceutical industry is primarily due to its ability to facilitate the development of novel inhibitors that can potentially treat a wide range of diseases by targeting specific enzymes involved in their pathogenesis.
Additionally, Fmoc-N-methyl-D-phenylalanine can be utilized in the design and synthesis of other bioactive peptides and peptidomimetics, which may have potential applications in drug discovery and development, as well as in the study of protein-protein interactions and enzyme mechanisms.
Check Digit Verification of cas no
The CAS Registry Mumber 138775-05-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,8,7,7 and 5 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 138775-05:
(8*1)+(7*3)+(6*8)+(5*7)+(4*7)+(3*5)+(2*0)+(1*5)=160
160 % 10 = 0
So 138775-05-0 is a valid CAS Registry Number.
InChI:InChI=1/C25H23NO4/c1-26(23(24(27)28)15-17-9-3-2-4-10-17)25(29)30-16-22-20-13-7-5-11-18(20)19-12-6-8-14-21(19)22/h2-14,22-23H,15-16H2,1H3,(H,27,28)/t23-/m1/s1
138775-05-0Relevant articles and documents
First total synthesis of hoshinoamide A
Liu, Long,Rui, Zihan,Shao, Yutian,Xu, Shengtao,Yang, Yiming,Zhou, Haipin
supporting information, p. 2924 - 2931 (2022/01/12)
Hoshinoamides A, B and C, linear lipopeptides, were isolated from the marine cyanobacterium Caldora penicillata, with potent antiplasmodial activity against chloroquine-sensitive Plasmodium falciparum. Herein, we describe the first total synthesis of hosh
Iridium-Catalyzed Asymmetric Hydrogenation of N-Alkyl α-Aryl Furan-Containing Imines: an Efficient Route to Unnatural N-Alkyl Arylalanines and Related Derivatives
Mazuela, Javier,Antonsson, Thomas,Knerr, Laurent,Marsden, Stephen P.,Munday, Rachel H.,Johansson, Magnus J.
supporting information, p. 578 - 584 (2018/12/11)
High throughput experimentation (HTE) has enabled the rapid identification of ligand/precatalyst combinations that facilitate highly enantioselective hydrogenations of prochiral N-alkyl α-aryl ketimines containing a furyl moiety. The chiral amines obtained have proven to be modular precursors in the synthesis of unnatural mono N-alkylated arylalanines and related derivatives. (Figure presented.).
Synthesis of 9-Fluorenylmethyloxycarbonyl-Protected N-Alkyl Amino Acids by Reduction of Oxazolidinones
Freidinger, Roger M.,Hinkle, Jeffery S.,Perlow, Debra S.,Arison, Byron H.
, p. 77 - 81 (2007/10/02)
A new two-step synthesis of Fmoc-protected N-alkyl amino acids has been developed.The first step involves acid-catalyzed condensation of an Fmoc-protected amino acid with an aldehyde to form an oxazolidinone.This intermediate is then reduced with triethyl
