51154-06-4 Usage
Description
BOC-3,4-DEHYDRO-PRO-OH, also known as Boc-3,4-Dehydro-L-Proline, is an N-terminal protected derivative of the amino acid 3,4-Dehydro-L-Proline. It plays a crucial role in the synthesis of peptides and has unique biochemical properties due to its structural differences from the common L-Proline.
Used in Pharmaceutical Industry:
BOC-3,4-DEHYDRO-PRO-OH is used as a building block in the synthesis of peptides for various pharmaceutical applications. Its unique structure allows for the creation of peptides with distinct properties, which can be beneficial in drug development.
Used in Solid-Phase Peptide Synthesis (SPPS):
BOC-3,4-DEHYDRO-PRO-OH is used as a protected amino acid in solid-phase peptide synthesis. This method is a widely used technique for the production of peptides, and the use of this protected amino acid ensures the efficient and specific formation of peptide bonds during the synthesis process.
Used as an Alternate Substrate for Amino Acid Oxidase:
BOC-3,4-DEHYDRO-PRO-OH serves as an alternate substrate for the enzyme NikD, an amino acid oxidase. This application is significant in the study of enzyme mechanisms and the development of new enzymatic processes in various industries, including pharmaceuticals and biotechnology.
Biochem/physiol Actions
Boc-3,4-Dehydro-L-Proline is an N-terminal protected amino acid used in solid-phase peptide synthesis (SPPS) to make peptides containing 3,4-Dehydro-L-proline.
Check Digit Verification of cas no
The CAS Registry Mumber 51154-06-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,1,5 and 4 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 51154-06:
(7*5)+(6*1)+(5*1)+(4*5)+(3*4)+(2*0)+(1*6)=84
84 % 10 = 4
So 51154-06-4 is a valid CAS Registry Number.
51154-06-4Relevant articles and documents
Synthetic Marine Sponge Collagen by Late-Stage Dihydroxylation
Priem, Christoph,Geyer, Armin
, p. 162 - 165 (2018/01/17)
Based on the observation that an increased substrate size is paralleled by an enhanced diastereoselectivity, a late-stage dihydroxylation protocol toward the 21mer CMP (collagen model peptide) Ac-(Pro-Hyp-Gly)3-Pro-Dyp-Gly-(Pro-Hyp-Gly)3-NH2 is presented. C3 and C4 hydroxylation have a converse effect on the triple-helical stability of collagen. Their combined influence on the melting temperature was studied by NMR spectroscopy.
Synthesis of Two Naturally Occuring Diastereomeric Dihydroxyprolines: 2,3-trans-3,4-trans-3,4-Dihydroxy-L-proline and 2,3-cis-3,4-trans-3,4-Dihydroxy-L-proline
Kahl, Jens-Uwe,Wieland, Theodor
, p. 1445 - 1450 (2007/10/02)
Starting from 2-pyrrolecarboxylic acid the N-Boc derivative 6 is resolved into its optically active constituents by crystalisation with R(+)-1-(4-nitrophenyl)ethaneamin.The N-tosyl-3,4-dehydro-L-proline methyl ester (L-7) derived from this is converted by
