88489-24-1

Basic information

• Product Name: Boc-L-Val-L-Orn(Z)-L-Leu-D-Phe^*-L-Pro-OH
• CAS NO: 88489-24-1
• Molecular Weight: 824.984
• Mol File: 88489-24-1.mol

Chemical Properties

• CAS DataBase Reference: Boc-L-Val-L-Orn(Z)-L-Leu-D-Phe^*-L-Pro-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Boc-L-Val-L-Orn(Z)-L-Leu-D-Phe^*-L-Pro-OH(88489-24-1)
• EPA Substance Registry System: Boc-L-Val-L-Orn(Z)-L-Leu-D-Phe^*-L-Pro-OH(88489-24-1)

Safety Data

• Hazardous Substances Data: 88489-24-1(Hazardous Substances Data)

Upstream product

• 88489-31-0 Boc-D-Phe^*-OH*DCHA 
• 88489-32-1 Boc-D-Phe^*-L-Pro-OH 
• 88489-21-8 cyclo(-(2R,3R)-phenylalanyl-2,3-d₂-D-alanyl-) 
• 88547-16-4 cyclo(-dehydrophenylalanyl-D-alanyl-) 
• 88585-88-0 (2R,3R)-phenylalanine-2,3-d₂ 
• 3392-12-9 Boc-Val-ONSu 
• 88489-23-0 H-D-Phe^*-L-Pro-OH*HCl 
• 64566-47-8 Boc-L-Val-L-Orn(Z)-L-Leu-N₂H₃ 
• 88489-22-9 Boc-L-Val-L-Orn(Z)-L-Leu-OMe 
• 88508-50-3 C₁₈H₂₀⁽²⁾H₂N₂O₆ 

Downstream Products

• 88489-25-2 2,2',(2R,3R)-Phe-2,3-d₂^4,4'>gramicidin S 

Relevant articles and documents

Facile synthesis of (2R,3R)-phenylalanine-2,3-d2 and NMR study on deuterated gramicidin S1)

(2R,3R)-Phenylalanine-2,3-d2 (D-Phe(*)) was synthesized through catalytic reduction of cyclo-(Z)-2,3-dehydrophenylalanyl-D-alanyl-) under an atmosphere of 2H2 and successive acid hydrolysis in the yield of 80% in high chiral induction. The D-Phe* thus obtained was used for synthesis of [D-Phe *4,4'] gramidicin S (GS*) gramidicin S (GS*). The 1H NMR spectrum of GS* in DMSO-d6 showed a sharp singlet at 2.98 ppm for the (3S)-proton of D-Phe* residue. It has been proposed that among rotamers of D-Phe aromatic side chain in GS the one with κ1 = 180° is predominant. The present observation provides sound evidence for assignments of D-Phe β-protons based on the proposal. (2R,3R)-phenylalanine-2,3-d//2 (d-Phe*) was synthesized through catalytic reduction of cyclo(-(Z)-2,3-dehydrophenylalanyl-D-alanyl-) under an atmosphere of **2H//2 and successive acid hydrolysis in the yield of 80% in high chiral induction. The D-Phe* thus obtained was used for synthesis of left bracket D-Phe***4**,**4** prime right bracket gramicidin S (GS*). The **1H NMR spectrum of GS* in DMSO-d//6 showed a sharp singlet at 2. 98 ppm for the (3S)-proton of D-Phe* residue. It has been proposed that among rotamers of D-Phe aromatic side chain in GS the one with // kappa //1 equals 180 degree is predominant. The present observation provides sound evidence for assignments of D-Phe beta -protons based on the proposal.

FACILE SYNTHESIS OF (2R,3R)-PHENYLALANINE -2,3-d2 AND ITS APPLICATION TO CONFORMATIONAL ANALYSIS OF GRAMICIDIN S

(2R,3R)-Phenylalanine-2,3-d2 was synthesized in a good yield through catalytic reduction of cyclo(-2,3-dehydrophenylalanyl-D-alanyl-) under an atmosphere of 2H2 and successive acid hydrolysis, and the amino acid was used t