5905-42-0

Upstream product

• 138524-21-7 tert-butyl ester 15-hydroxymethyl-3,7,11,19,23,27,31-heptamethylditriaconta-2Z,6Z,10Z,14E,18E,22E,26E,30-octaenoic acid 
• 138524-21-7 tert-butyl ester 15-hydroxymethyl-3,7,11,19,23,27,31-heptamethylditriaconta-2E,6Z,10Z,14E,18E,22E,26E,30-octaenoic acid 
• 92542-06-8 1-((6E,10E,14Z,18Z,22Z)-24-Benzyloxy-2,6,10,14,18,22-hexamethyl-tetracosa-2,6,10,14,18,22-hexaene-12-sulfonyl)-4-methyl-benzene 
• 139109-03-8 (Z)-1-[(tert-butyldiphenylsilyl)oxy]-3,7-dimethyl-2,6-octadiene 
• 1528749-17-8 (2Z,6E)-1-O-(tert-butyldiphenylsilyl)-3,7-dimethylocta-2,6-dien-1,8-diol 
• 1528749-18-9 (2Z,6E)-1-(tertbutyldiphenylsilyloxy)-8-chloro-3,7-dimethylocta-2,6-diene 
• 1528749-19-0 (2Z,6E,10E)-1-(tertbutyldiphenylsilyloxy)-9-benzenesulfonyl-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraene 
• 1528749-20-3 C₂₆H₃₈O₃S 
• 1528749-21-4 C₃₂H₄₂O₄S₂ 
• 201670-51-1 (Z)-1-(tert-butyldiphenylsilyloxy)-6,7-epoxy-3,7-dimethylocta-2-ene 
• 201670-50-0 (Z)-3-Bromo-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-oct-6-en-2-ol 
• 139109-04-9 (Z)-1-[(tert-butyldiphenylsilyl)oxy]-3-methyl-2-hexen-6-al 
• 930803-78-4 (Z)-1-O-tert-butyldiphenylsilyl-3-methylhexa-2-en-1,6-diol 
• 1528749-22-5 (Z)-1-O-tert-butyldiphenylsilyl-3-methyl-6-O-(4-toluenesulfonyl)hexa-2-en-1,6-diol 

Relevant academic research and scientific papers

Rationally designed short polyisoprenol-linked PglB substrates for engineered polypeptide and protein N-glycosylation

The lipid carrier specificity of the protein N-glycosylation enzyme C. jejuni PglB was tested using a logical, synthetic array of natural and unnatural C10, C20, C30, and C40 polyisoprenol sugar pyrophosphates, including those bearing repeating cis-prenyl units. Unusual, short, synthetically accessible C20 prenols (nerylnerol 1d and geranylnerol 1e) were shown to be effective lipid carriers for PglB sugar substrates. Kinetic analyses for PglB revealed clear KM-only modulation with lipid chain length, thereby implicating successful in vitro application at appropriate concentrations. This was confirmed by optimized, efficient in vitro synthesis allowing >90% of Asn-linked β-N-GlcNAc-ylated peptide and proteins. This reveals a simple, flexible biocatalytic method for glycoconjugate synthesis using PglB N-glycosylation machinery and varied chemically synthesized glycosylation donor precursors.

STEREOSPECIFIC SYNTHESIS OF OCTAPRENOLS WT3C4OH AND WT3C3TOH

A total synthesis of the above prenols has been carried out.

GENERAL METHOD OF STEREOSPECIFIC SYNTHESIS OF NATURAL POLYPRENOLS. SYNTHESIS OF BETULAPRENOL-6, -7, -8, AND -9

A stereoselective synthesis of (Z,Z,Z)-12-benzyloxy-1-chloro-2,6,10-trimethyldodeca-2,6,10-triene was achieved starting from (Z,Z)-farnesol.All the components of betulaprenols were synthesized using the C15 block 3 and its lower homologue (C10 block) as t