847153-42-8 Usage
Description
FMoc-(R)-3-aMino-2-(tert-butoxyMethyl)propanoic acid, with the molecular formula C23H27NO4, is a chemical compound that plays a significant role in peptide synthesis. It incorporates an FMoc (9-fluorenylmethoxycarbonyl) group and a tert-butoxymethyl group, which serve as protecting groups for the N-terminus and the side chain of the amino acid, respectively. FMoc-(R)-3-aMino-2-(tert-butoxyMethyl)propanoic acid is essential in the production of peptides and is widely utilized in medicinal chemistry, biochemistry, and pharmaceuticals for the development of new drugs and therapeutic treatments.
Uses
Used in Peptide Synthesis:
FMoc-(R)-3-aMino-2-(tert-butoxyMethyl)propanoic acid is used as a protecting group in peptide synthesis for the N-terminus of the amino acid. The FMoc group shields the amino group, preventing unwanted side reactions during the synthesis process, and is later removed to reveal the free amino group for further reactions.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, FMoc-(R)-3-aMino-2-(tert-butoxyMethyl)propanoic acid is used as a building block for the synthesis of bioactive peptides and peptidomimetics. Its protecting groups ensure the correct formation of peptide bonds and the desired peptide sequence, contributing to the development of new drugs and therapeutic agents.
Used in Biochemistry:
FMoc-(R)-3-aMino-2-(tert-butoxyMethyl)propanoic acid is utilized in biochemistry for the synthesis of peptides with specific biological functions. The protecting groups allow for the controlled formation of peptide bonds and the incorporation of specific amino acid residues, enabling the study of peptide-protein interactions and the development of bioactive peptides for various applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, FMoc-(R)-3-aMino-2-(tert-butoxyMethyl)propanoic acid is used as a key component in the synthesis of therapeutic peptides. Its protecting groups ensure the correct formation of peptide bonds and the desired peptide sequence, leading to the development of effective drug candidates for the treatment of various diseases and conditions.
Overall, FMoc-(R)-3-aMino-2-(tert-butoxyMethyl)propanoic acid is a versatile chemical compound with significant applications in peptide synthesis, medicinal chemistry, biochemistry, and the pharmaceutical industry. Its protecting groups enable the controlled formation of peptide bonds and the incorporation of specific amino acid residues, contributing to the development of new drugs and therapeutic treatments.
Check Digit Verification of cas no
The CAS Registry Mumber 847153-42-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,4,7,1,5 and 3 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 847153-42:
(8*8)+(7*4)+(6*7)+(5*1)+(4*5)+(3*3)+(2*4)+(1*2)=178
178 % 10 = 8
So 847153-42-8 is a valid CAS Registry Number.
847153-42-8Relevant articles and documents
Scalable Enantioselective Synthesis of Fmoc-β2-Serine and Fmoc-β2-Threonine by an Organocatalytic Mannich Reaction
Meyer, Daniel,Marti, Roger,Seebach, Dieter
, p. 4883 - 4891 (2015/08/03)
The diastereoselective Mannich reaction of functionalized aldehydes, using a phenethylamine-derived iminium precursor, by activation with prolines and prolinol derivatives have been studied. Optimized reaction conditions have been developed, allowing for scale-up and preparation of γ-amino alcohol derivatives on multi-gram scale from β-hydroxypropanal and -butanal, with diastereoselectivites of typically >73:27 and yields of >60. After chromatographic diastereoisomer separation, hydrogenolytic debenzylation, enantiomerically pure Fmoc-β2-Ser(tBu)-OH and Fmoc-β2-Thr(tBu)-OH were thus prepared on multi-gram scale in 6 steps and with overall yields of 24 and 10, respectively, starting from commercially available starting compounds.
Synthesis of nonproteinogenic amino acids to probe lantibiotic biosynthesis
Zhang, Xingang,Ni, Weijuan,Van Der Donk, Wilfred A.
, p. 6685 - 6692 (2007/10/03)
The synthesis of six nonproteinogenic amino acids appropriately protected for Fmoc-based solid-phase peptide synthesis is described. These amino acids are (2S,3A)-vinylthreonine, (2S)-(E)-2-amino-5-fluoro-pent-3-enoic acid (fluoroallylglycine), (S)-β
