Vakcenska kiselina

Vakcenska kiselina
	(E)-Oktadek-11-enoinska kiselina
Identifikacija
CAS registarski broj	693-72-1
PubChem	5281127
ChemSpider	4444571
ChEBI	28727
Jmol-3D slike	Slika 1
SMILES
	CCCCCC/C=C/CCCCCCCCCC(O)=O
InChI
	InChI=1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7+ ; Kod: UWHZIFQPPBDJPM-BQYQJAHWSA-N InChI=1/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-8H,2-6,9-17H2,1H3,(H,19,20)/b8-7+; Kod: UWHZIFQPPBDJPM-BQYQJAHWBK
Svojstva
Molekulska formula	C18H34O2
Molarna masa	282,461 g/mol
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Vakcenska kiselina je omega-7 masna kiselina. Ona je prirodna trans-masna kiselina prisutna u masti ruminirajućih životinja i mlečnim proizvodima (mleku, puteru, i jogurtu).^[4] On je takođe predominantna masna kiselina u ljudskom mleku.^[5]^[6]

Njeno IUPAC ime je (E)-11-oktadecenoinska kiselina, a njeno lipidno skraćeno ime je 18:1 trans-11. Ime je izvedeno iz lat. vacca - krava.^[7]

Vakcenska kiselina je otrkivena 1928 u životinjskim mastima i puteru. Ona je glavni 'trans-masno kiselinski izomer prisutan u mlečnoj masti.^[7] Sisari je konvertuju u rumensku kiselinu, konjugovanju linoleinsku kiselinu,^[8]^[9] koja ima antikarcinogena svojstva.^[10]

Reference[uredi - уреди | uredi kôd]

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. http://www.sciencedirect.com/science/article/pii/S1359644610007737. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. http://www.jcheminf.com/content/2/1/3. edit
↑ Natural trans fats may be good for you. May 19, 2008
↑ Precht, D and J.Molkentin C18:1, C18:2, and C8:3 trans and cis fatty acid isomers including conjugated cis delta 9, trans delta 11 linoleic acid (CLA) as well as total fat composition of German human milk lipids, Nahrung 1999 43(4) 233-244
↑ Friesen, R, and S.M. Innis, Trans Fatty acids in Human milk in Canada declined with the introduction of trans fat food labeling, J. Nut 2006, 136 2558-2561
↑ ^7,0 ^7,1 F. Destaillats, E. Buyukpamukcu, P.-A. Golay, F. Dionisi and F. Giuffrida (2005). „Letter to the Editor: Vaccenic and Rumenic Acids, A Distinct Feature of Ruminant Fats”. J. Dairy Sci 88 (449).
↑ Bauman, Dale. „cis-9, trans-11 CLA - A Potent Anticarcinogen Found in Milk Fat”. Arhivirano iz originala 2006-09-07. http://www.ansci.cornell.edu/bauman/human_health/index.htm. Pristupljeno 15. 01. 2007.
↑ Banni S, Angioni E, Murru E, Carta G, Melis M, Bauman D, Dong Y, Ip C (2001). „Vaccenic acid feeding increases tissue levels of conjugated linoleic acid and suppresses development of premalignant lesions in rat mammary gland”. Nutr Cancer 41 (1-2): 91–7. DOI:10.1207/S15327914NC41-1&2_12. PMID 12094634.
↑ Lock AL, Corl BA, Barbano DM, Bauman DE, Ip C. (2004-10-01). „The anticarcinogenic effect of trans-11 18:1 is dependent on its conversion to cis-9, trans-11 CLA by delta9-desaturase in rats”. J Nutr 134 (10): 2698–704. PMID 15465769. http://jn.nutrition.org/cgi/content/abstract/134/10/2698. Pristupljeno 2007-01-15.

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Portal Hemija

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. http://www.sciencedirect.com/science/article/pii/S1359644610007737. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. http://www.jcheminf.com/content/2/1/3. edit

[4] Natural trans fats may be good for you. May 19, 2008

[5] Precht, D and J.Molkentin C18:1, C18:2, and C8:3 trans and cis fatty acid isomers including conjugated cis delta 9, trans delta 11 linoleic acid (CLA) as well as total fat composition of German human milk lipids, Nahrung 1999 43(4) 233-244

[6] Friesen, R, and S.M. Innis, Trans Fatty acids in Human milk in Canada declined with the introduction of trans fat food labeling, J. Nut 2006, 136 2558-2561

[Destaillats-7] 7,0 ^7,1 F. Destaillats, E. Buyukpamukcu, P.-A. Golay, F. Dionisi and F. Giuffrida (2005). „Letter to the Editor: Vaccenic and Rumenic Acids, A Distinct Feature of Ruminant Fats”. J. Dairy Sci 88 (449).

[Bauman-8] Bauman, Dale. „cis-9, trans-11 CLA - A Potent Anticarcinogen Found in Milk Fat”. Arhivirano iz originala 2006-09-07. http://www.ansci.cornell.edu/bauman/human_health/index.htm. Pristupljeno 15. 01. 2007.

[Banni-9] Banni S, Angioni E, Murru E, Carta G, Melis M, Bauman D, Dong Y, Ip C (2001). „Vaccenic acid feeding increases tissue levels of conjugated linoleic acid and suppresses development of premalignant lesions in rat mammary gland”. Nutr Cancer 41 (1-2): 91–7. DOI:10.1207/S15327914NC41-1&2_12. PMID 12094634.

[lock-10] Lock AL, Corl BA, Barbano DM, Bauman DE, Ip C. (2004-10-01). „The anticarcinogenic effect of trans-11 18:1 is dependent on its conversion to cis-9, trans-11 CLA by delta9-desaturase in rats”. J Nutr 134 (10): 2698–704. PMID 15465769. http://jn.nutrition.org/cgi/content/abstract/134/10/2698. Pristupljeno 2007-01-15.

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Vakcenska kiselina

Reference[uredi - уреди | uredi kôd]

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