Mechanistic studies on the phytylation and methylation steps in bacteriochlorophyll a biosynthesis: an application of the /sup 18/O-induced isotope effect in /sup 13/C NMR

Journal Article · Mon Feb 23 23:00:00 EST 1987 · Biochemistry; (United States)

OSTI ID:6522100

Emery, V C; Akhtar, M

The high-resolution /sup 13/C NMR spectrum of bacteriochlorophyll a biosynthesized from (1-/sup 13/C,1,1,4-/sup 18/O/sub 3/)-5-aminolevulinic acid by growing cells of Rhodopseudomonas sphaeroides has shown both the C-17/sup 3/ and C-13/sup 3/ resonances consist of three additional components upfield shifted from the -/sup 16/O- /sup 13/C double bond /sup 16/O resonance. By comparison with the /sup 13/C NMR spectrum obtained for phytyl acetate containing /sup 13/C and /sup 18/O selectively in the ester linkage, these components have been identified as the bridge (-/sup 18/O- /sup 13/C double bond /sup 16/O), non bridge (-/sup 16/O-/sup 13/C double bond /sup 18/O), and dual-labeled (-/sup 18/O-/sup 13/C double bond /sup 18/O) isotopomers, These results have been interpreted to suggest that both the ester bonds of bacteriochlorophyll a are produced by a carboxy-alklyl transfer process.

• Research Organization: Univ. of Southampton, England
• OSTI ID: 6522100
• Journal Information: Biochemistry; (United States), Journal Name: Biochemistry; (United States) Vol. 26:4; ISSN BICHA
• Country of Publication: United States
• Language: English

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59 BASIC BIOLOGICAL SCIENCES
62 RADIOLOGY AND NUCLEAR MEDICINE
AMINO ACIDS
AMINOLEVULINIC ACID
BACTERIA
BETA DECAY RADIOISOTOPES
BETA-PLUS DECAY RADIOISOTOPES
BIOLOGICAL PATHWAYS
BIOSYNTHESIS
CARBOXYLIC ACIDS
CHEMICAL REACTIONS
CHLOROPHYLL
EVEN-ODD NUCLEI
HETEROCYCLIC ACIDS
HETEROCYCLIC COMPOUNDS
ISOTOPES
LABELLED COMPOUNDS
LIGHT NUCLEI
MAGNETIC RESONANCE
METHYLATION
MICROORGANISMS
NMR SPECTRA
NUCLEAR MAGNETIC RESONANCE
NUCLEI
ORGANIC ACIDS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXYGEN 13
OXYGEN ISOTOPES
PHYTOCHROMES
PIGMENTS
PORPHYRINS
PROTEINS
RADIOISOTOPES
RESONANCE
RHODOPSEUDOMONAS
SPECTRA
SPECTRAL SHIFT
SYNTHESIS