201670-50-0

Basic information

• Product Name: (Z)-3-Bromo-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-oct-6-en-2-ol
• Synonyms: (Z)-3-Bromo-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-oct-6-en-2-ol
• CAS NO: 201670-50-0
• Molecular Weight: 489.568
• Mol File: 201670-50-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (Z)-3-Bromo-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-oct-6-en-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-3-Bromo-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-oct-6-en-2-ol(201670-50-0)
• EPA Substance Registry System: (Z)-3-Bromo-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-oct-6-en-2-ol(201670-50-0)

Safety Data

• Hazardous Substances Data: 201670-50-0(Hazardous Substances Data)

Upstream product

• 139109-03-8 (Z)-1-[(tert-butyldiphenylsilyl)oxy]-3,7-dimethyl-2,6-octadiene 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 106-25-2 Nerol 

Downstream Products

• 5905-42-0 betulaprenol-8 
• 1218987-81-5 C₄₇H₆₄O₅SSi 
• 1056289-79-2 (2Z,6Z,10Z,14Z)-9-(benzenesulfonyl)-1-(tert-butyldiphenylsilyloxy)-16-chloro-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraene 
• 1056288-48-2 (2Z,6Z)-1-(tert-butyldiphenylsilyloxy)-8-chloro-3,7-dimethylocta-2,6-diene 
• 930803-78-4 (Z)-1-O-tert-butyldiphenylsilyl-3-methylhexa-2-en-1,6-diol 
• 201670-63-5 (2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-dodeca-2,6,10-trienoic acid methyl ester 
• 201670-62-4 (6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-6,10-dimethyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-dodeca-6,10-dienoic acid methyl ester 
• 201670-64-6 (2E,6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-6,10-dimethyl-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-dodeca-2,6,10-trien-1-ol 
• 201670-65-7 tert-Butyl-diphenyl-[(2Z,6Z,10Z)-3,7,11-trimethyl-13-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-trideca-2,6,10-trienyloxy]-silane 
• 201670-60-2 (6Z,10Z)-12-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-6,10-dimethyl-2-methylene-dodeca-6,10-dienoic acid methyl ester 
• 201670-53-3 (2Z,6Z)-8-(tert-Butyl-diphenyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienoic acid ethyl ester 
• 201670-56-6 (4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-dienal 
• 201670-55-5 (4Z,8Z)-10-(tert-Butyl-diphenyl-silanyloxy)-4,8-dimethyl-deca-4,8-dienenitrile 
• 201670-52-2 (Z)-8-(tert-Butyl-diphenyl-silanyloxy)-2,6-dimethyl-oct-6-ene-2,3-diol 

Relevant articles and documents

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.