TY - JOUR
T1 - Adenosylhopane
T2 - The first intermediate in hopanoid side chain biosynthesis
AU - Bradley, Alexander S.
AU - Pearson, Ann
AU - Sáenz, James P.
AU - Marx, Christopher J.
N1 - Funding Information:
A.S.B. thanks the Agouron Institute for a fellowship supporting this research ( AI-F-GB9.08.2 ). J.P.S acknowledges the WHOI-MIT Joint Program and funding support from the National Science Foundation , Emerging Topics in Biogeochemical Cycles program, through an award to Roger Summons. We thank Roger Summons for comments on the manuscript, Susie Carter for laboratory assistance, and Helen Talbot for editorial handling. We gratefully acknowledge the comments of two anonymous reviewers, which helped us to improve the manuscript.
PY - 2010/10
Y1 - 2010/10
N2 - The hopanoid products synthesized by two mutant strains of Methylobacterium together suggest a biosynthetic pathway for the formation of the hopanoid side chain. Mutants deficient in the gene hpnH lack side chains entirely, while those deficient in hpnG accumulate adenosylhopane. These results are in accordance with adenosylhopane as a precursor to extended hopanoids and suggest that adenine is subsequently cleaved, possibly forming phosphoribohopane. We propose that the great diversity of microbial bacteriohopanepolyols and composite hopanoids reflects processes occurring downstream of this intermediate.
AB - The hopanoid products synthesized by two mutant strains of Methylobacterium together suggest a biosynthetic pathway for the formation of the hopanoid side chain. Mutants deficient in the gene hpnH lack side chains entirely, while those deficient in hpnG accumulate adenosylhopane. These results are in accordance with adenosylhopane as a precursor to extended hopanoids and suggest that adenine is subsequently cleaved, possibly forming phosphoribohopane. We propose that the great diversity of microbial bacteriohopanepolyols and composite hopanoids reflects processes occurring downstream of this intermediate.
UR - http://www.scopus.com/inward/record.url?scp=77956484266&partnerID=8YFLogxK
U2 - 10.1016/j.orggeochem.2010.07.003
DO - 10.1016/j.orggeochem.2010.07.003
M3 - Article
AN - SCOPUS:77956484266
SN - 0146-6380
VL - 41
SP - 1075
EP - 1081
JO - Organic Geochemistry
JF - Organic Geochemistry
IS - 10
ER -