118904-37-3 Usage
Description
FMOC-D-ALLO-ILE-OH, also known as 9-fluorenylmethoxycarbonyl-D-allo-isoleucine, is a synthetic amino acid derivative that features a fluorenylmethyloxycarbonyl (Fmoc) protecting group attached to the D-allo-isoleucine molecule. FMOC-D-ALLO-ILE-OH is characterized by its white to off-white powder form and is a key component in the synthesis of various biologically active peptides and proteins.
Uses
Used in Pharmaceutical Industry:
FMOC-D-ALLO-ILE-OH is used as a building block for the synthesis of cyclopeptides that simulate natural product structures. These cyclopeptides have potential applications in drug discovery and development, as they can mimic the properties of naturally occurring bioactive compounds, leading to the creation of novel therapeutic agents.
Used in Peptide Synthesis:
FMOC-D-ALLO-ILE-OH is used as a protected amino acid in solid-phase peptide synthesis (SPPS) for the assembly of peptide sequences. The Fmoc group serves as a temporary protecting group for the amino acid's side chain, preventing unwanted side reactions during the synthesis process. Once the desired peptide sequence is formed, the Fmoc group can be removed to reveal the final product.
Used in Research and Development:
FMOC-D-ALLO-ILE-OH is used as a research tool for studying the structure, function, and interactions of peptides and proteins. It can be incorporated into peptide sequences to investigate the effects of specific amino acid substitutions on protein folding, stability, and biological activity. This information can be valuable for understanding the underlying mechanisms of various diseases and for designing new therapeutic agents.
Check Digit Verification of cas no
The CAS Registry Mumber 118904-37-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,8,9,0 and 4 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 118904-37:
(8*1)+(7*1)+(6*8)+(5*9)+(4*0)+(3*4)+(2*3)+(1*7)=133
133 % 10 = 3
So 118904-37-3 is a valid CAS Registry Number.
InChI:InChI=1/C21H23NO4/c1-3-13(2)19(20(23)24)22-21(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18-19H,3,12H2,1-2H3,(H,22,25)(H,23,24)/t13-,19+/m0/s1
118904-37-3Relevant articles and documents
Total Synthesis of the Didemnins; III. - Synthesis of Protected (2R,3S)-Alloisoleucine and (3S,4R,5S)-Isostatine Derivatives - Amino Acids from Hydroxy Acids
Schmidt, Ulrich,Kroner, Matthias,Griesser, Helmut
, p. 832 - 835 (2007/10/02)
(2S,3S)-2-Acetoxy-3-methylvaleric acid (3) is prepared from L-isoleucine (2) with 96percent retention of configuration.Compound 3 is converted to optically pure methyl D-alloisoleucinate (7) as its hydrochloride salt, via the methanesulfonate 5 and the azide 6 with 76percent yield and 99.9percent inversion.Subsequent protection-saponification-activation of 7, followed by reaction with the lithium enolate of methyl trimethylsilyl malonate and reduction, yields (3S,4R,5S)-N-(9-fluorenylmethoxycarbonyl)isostatine (12). (3S,4R,5S)-Isostatine is a characteristic unit of the didemnines 1.
