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Hydrogen isotopic fractionations during desaturation and elongation associated with polyunsaturated fatty acid biosynthesis in marine macroalgae.
Phytochemistry. 2004 Aug; 65(15):2293-300.P

Abstract

Compound-specific hydrogen isotopic compositions (deltaD) of saturated, monounsaturated and polyunsaturated fatty acids have been determined for natural marine macroalgae including two brown algae (Heterokontophyta) and two red algae (Rhodophyta). deltaD values of individual fatty acids from four macroalgae exhibit a wide variation ranging from -189% to +48%. Generally, stearic (18:0), arachidic (20:0) and behenic acids (22:0) are much more enriched in D by up to approximately 180% relative to myristic (14:0), palmitic (16:0), octatetraenoic [18:4(n-3)] and eicosapentaenoic acids [20:5(n-3)]. Other fatty acids such as oleic [18:1(n-9)], lenoleic [18:2(n-6)] and linolenic acids [18:3(n - 3)] fall isotopically between these fatty acids. This wide deltaD variation of fatty acids is probably explained by the hydrogen isotopic fractionation during desaturation being much larger than that during elongation in the network of polyunsaturated fatty acid biosynthesis. A large hydrogen isotopic fractionation during desaturation may cause D-enrichment in the remaining hydrogen of the residual fatty acids, which could be controlled by the relative flux into their desaturates.

Authors+Show Affiliations

Department of Chemistry, Tokyo Metropolitan University, 1-1, Minami-Ohsawa, Hachioji, Tokyo 192-0397, Japan. ychikaraishi@jamstec.go.jpNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

15587713

Citation

Chikaraishi, Yoshito, et al. "Hydrogen Isotopic Fractionations During Desaturation and Elongation Associated With Polyunsaturated Fatty Acid Biosynthesis in Marine Macroalgae." Phytochemistry, vol. 65, no. 15, 2004, pp. 2293-300.
Chikaraishi Y, Suzuki Y, Naraoka H. Hydrogen isotopic fractionations during desaturation and elongation associated with polyunsaturated fatty acid biosynthesis in marine macroalgae. Phytochemistry. 2004;65(15):2293-300.
Chikaraishi, Y., Suzuki, Y., & Naraoka, H. (2004). Hydrogen isotopic fractionations during desaturation and elongation associated with polyunsaturated fatty acid biosynthesis in marine macroalgae. Phytochemistry, 65(15), 2293-300.
Chikaraishi Y, Suzuki Y, Naraoka H. Hydrogen Isotopic Fractionations During Desaturation and Elongation Associated With Polyunsaturated Fatty Acid Biosynthesis in Marine Macroalgae. Phytochemistry. 2004;65(15):2293-300. PubMed PMID: 15587713.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Hydrogen isotopic fractionations during desaturation and elongation associated with polyunsaturated fatty acid biosynthesis in marine macroalgae. AU - Chikaraishi,Yoshito, AU - Suzuki,Yaeko, AU - Naraoka,Hiroshi, PY - 2004/12/14/pubmed PY - 2005/2/3/medline PY - 2004/12/14/entrez SP - 2293 EP - 300 JF - Phytochemistry JO - Phytochemistry VL - 65 IS - 15 N2 - Compound-specific hydrogen isotopic compositions (deltaD) of saturated, monounsaturated and polyunsaturated fatty acids have been determined for natural marine macroalgae including two brown algae (Heterokontophyta) and two red algae (Rhodophyta). deltaD values of individual fatty acids from four macroalgae exhibit a wide variation ranging from -189% to +48%. Generally, stearic (18:0), arachidic (20:0) and behenic acids (22:0) are much more enriched in D by up to approximately 180% relative to myristic (14:0), palmitic (16:0), octatetraenoic [18:4(n-3)] and eicosapentaenoic acids [20:5(n-3)]. Other fatty acids such as oleic [18:1(n-9)], lenoleic [18:2(n-6)] and linolenic acids [18:3(n - 3)] fall isotopically between these fatty acids. This wide deltaD variation of fatty acids is probably explained by the hydrogen isotopic fractionation during desaturation being much larger than that during elongation in the network of polyunsaturated fatty acid biosynthesis. A large hydrogen isotopic fractionation during desaturation may cause D-enrichment in the remaining hydrogen of the residual fatty acids, which could be controlled by the relative flux into their desaturates. SN - 0031-9422 UR - https://www.unboundmedicine.com/medline/citation/15587713/Hydrogen_isotopic_fractionations_during_desaturation_and_elongation_associated_with_polyunsaturated_fatty_acid_biosynthesis_in_marine_macroalgae_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0031-9422(04)00292-4 DB - PRIME DP - Unbound Medicine ER -