1187839-07-1

Basic information

• Product Name: Cbz(L-Phe)(α-aminoisobutyric acid₎₄OtBu
• Synonyms: Cbz(L-Phe)(α-aminoisobutyric acid₎₄OtBu
• CAS NO: 1187839-07-1
• Molecular Weight: 695.857
• Mol File: 1187839-07-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Cbz(L-Phe)(α-aminoisobutyric acid₎₄OtBu(CAS DataBase Reference)
• NIST Chemistry Reference: Cbz(L-Phe)(α-aminoisobutyric acid₎₄OtBu(1187839-07-1)
• EPA Substance Registry System: Cbz(L-Phe)(α-aminoisobutyric acid₎₄OtBu(1187839-07-1)

Safety Data

• Hazardous Substances Data: 1187839-07-1(Hazardous Substances Data)

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 92844-95-6 H-(Aib)4-O-t-Bu 
• 4512-32-7 H-Aib-OtBu 
• 1187839-02-6 N₃(α-aminoisobutyric acid)₄OtBu 

Downstream Products

• 1187839-12-8 Cbz(L-Phe)Aib₄OH 
• 1367370-30-6 C₅₇H₈₆N₁₂O₁₃ 
• 1367370-32-8 C₅₈H₈₈N₁₂O₁₃ 
• 1367370-34-0 C₅₇H₈₆N₁₂O₁₄ 
• 1367370-56-6 Cbz-L-Phe-Aib₄-PhSer-OMe 
• 1367370-40-8 Cbz-L-Phe-Aib₄-Gly-Aib₄-Gly-NH₂ 
• 1367370-41-9 Cbz-L-Phe-Aib4-βAla-Aib4-Gly-NH2 
• 1367370-43-1 Cbz-L-Phe-Aib₄-Gly-Gly-Aib₄-Gly-NH₂ 
• 1367370-57-7 C₃₆H₄₈N₆O₇ 
• 1367370-45-3 C₅₄H₈₀N₁₄O₁₂ 
• 1367370-58-8 C₃₈H₅₁N₉O₉ 
• 1367370-46-4 C₅₆H₈₃N₁₅O₁₃ 
• 1367370-61-3 Cbz-L-PheAib₄PhSerOH 
• 1367370-60-2 C₃₃H₄₃N₅O₇ 

Relevant articles and documents

Foldamer-mediated remote stereocontrol: >1,60 asymmetric induction

An N-terminal L-α-methylvaline dimer induces complete conformational control over the screw sense of an otherwise achiral helical peptide foldamer formed from the achiral quaternary amino acids Aib and Ac6c. The persistent right-handed screw-sense preference of the helix enables remote reactive sites to fall under the influence of the terminal chiral residues, and permits diastereoselective reactions such as alkene hydrogenation or iminium ion addition to take place with 1,16-, 1,31-, 1,46- and even 1,61-asymmetric induction. Stereochemical information may be communicated in this way over distances of up to 4 nm. Reaction at a distance: By inducing a quantitative, persistent preference for right-handed helicity, chirality at one end of an otherwise achiral helical molecule is able to control the stereoselectivity of reactions at sites located up to 60 bonds away, shattering previous records for remote stereochemical control. Copyright

Chemical communication: Conductors and insulators of screw-sense preference between helical oligo(aminoisobutyric acid) domains

1H NMR studies quantify the abilities of achiral amino acids to communicate a left-handed screw-sense preference from one helical Aib 4 domain to another: certain quaternary amino acids (e.g. Ac 6c) act as effective conductors of conformational preference while others (e.g. diphenylglycine) acts as insulators.