Koenzim B

Koenzim B
	2-[(7-merkapto-1-oksoheptil)amino]-3-fosfonooksibutanska kiselina
Identifikacija
CAS registarski broj	104302-77-4
PubChem	350
ChemSpider	343
Jmol-3D slike	Slika 1; Slika 2
SMILES
	O=C(N[C@@H](C(=O)O)[C@H](OP(=O)(O)O)C)CCCCCCS O=C(NC(C(=O)O)C(OP(=O)(O)O)C)CCCCCCS
InChI
	InChI=1S/C11H22NO7PS/c1-8(19-20(16,17)18)10(11(14)15)12-9(13)6-4-2-3-5-7-21/h8,10,21H,2-7H2,1H3,(H,12,13)(H,14,15)(H2,16,17,18) ; Kod: JBJSVEVEEGOEBZ-UHFFFAOYSA-N InChI=1/C11H22NO7PS/c1-8(19-20(16,17)18)10(11(14)15)12-9(13)6-4-2-3-5-7-21/h8,10,21H,2-7H2,1H3,(H,12,13)(H,14,15)(H2,16,17,18)/t8-,10-/m1/s1; Kod: JBJSVEVEEGOEBZ-PSASIEDQBT InChI=1/C11H22NO7PS/c1-8(19-20(16,17)18)10(11(14)15)12-9(13)6-4-2-3-5-7-21/h8,10,21H,2-7H2,1H3,(H,12,13)(H,14,15)(H2,16,17,18); Kod: JBJSVEVEEGOEBZ-UHFFFAOYAG
Svojstva
Molekulska formula	C11H22NO7PS
Molarna masa	343,333641
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Koenzim B je koenzim koji je neophodan za redoks reakije u metanogenima. Puno hemijski naziv koenzima B je 7-merkaptoheptanoiltreoninfosfat.^[4] Ovaj molekul sadrži tiol, koji je glavno mesto reakcije.

Koenzim B reaguje sa 2-metiltioetansulfonatom (metil-koenzimom M, skraćeno CH₃–S–CoM), pri čemu se formira metan u metanogenezi:^[5]

CH₃–S–CoM + HS–CoB → CH₄ + CoB–S–S–CoM

Ovu konverziju katalizuje enzim metil koenzim M reduktaza, koja sadrži kofaktor F430 kao prostetičku grupu.

Srodna konverzija koja koristi HS-CoB i HS-CoM je redukcija fumarata do sukcinata, katalizovana fumarat reduktazom:^[6]

CH₃–S–CoM + HS–CoB ^–O₂CCH=CHCO₂- → ^–O₂CCH₂–CH₂CO₂- + CoB–S–S–CoM

Reference

↑ 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. 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. edit
↑ Noll KM, Rinehart KL, Tanner RS, Wolfe RS (1986). „Structure of component B (7-mercaptoheptanoylthreonine phosphate) of the methylcoenzyme M methylreductase system of Methanobacterium thermoautotrophicum”. Proc. Natl. Acad. Sci. U.S.A. 83 (12): 4238–42. DOI:10.1073/pnas.83.12.4238. PMC 323707. PMID 3086878.
↑ Thauer RK (September 1998). „Biochemistry of methanogenesis: a tribute to Marjory Stephenson. 1998 Marjory Stephenson Prize Lecture”. Microbiology 144 (Pt 9): 2377–406. DOI:10.1099/00221287-144-9-2377. PMID 9782487. Arhivirano iz originala na datum 2020-05-17. Pristupljeno 2014-04-11.
↑ Heim S, Künkel A, Thauer RK, Hedderich R (April 1998). „Thiol:fumarate reductase (Tfr) from Methanobacterium thermoautotrophicum—identification of the catalytic sites for fumarate reduction and thiol oxidation”. Eur. J. Biochem. 253 (1): 292–9. DOI:10.1046/j.1432-1327.1998.2530292.x. PMID 9578488.

Spoljašnje veze

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. 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. edit

[4] Noll KM, Rinehart KL, Tanner RS, Wolfe RS (1986). „Structure of component B (7-mercaptoheptanoylthreonine phosphate) of the methylcoenzyme M methylreductase system of Methanobacterium thermoautotrophicum”. Proc. Natl. Acad. Sci. U.S.A. 83 (12): 4238–42. DOI:10.1073/pnas.83.12.4238. PMC 323707. PMID 3086878.

[5] Thauer RK (September 1998). „Biochemistry of methanogenesis: a tribute to Marjory Stephenson. 1998 Marjory Stephenson Prize Lecture”. Microbiology 144 (Pt 9): 2377–406. DOI:10.1099/00221287-144-9-2377. PMID 9782487. Arhivirano iz originala na datum 2020-05-17. Pristupljeno 2014-04-11.

[6] Heim S, Künkel A, Thauer RK, Hedderich R (April 1998). „Thiol:fumarate reductase (Tfr) from Methanobacterium thermoautotrophicum—identification of the catalytic sites for fumarate reduction and thiol oxidation”. Eur. J. Biochem. 253 (1): 292–9. DOI:10.1046/j.1432-1327.1998.2530292.x. PMID 9578488.

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