Carbon dioxide reduction factor

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MedKoo CAT#: 597287

CAS#: 89873-36-9

Description: Carbon dioxide reduction factor is a coenzyme of methanogenesis from carbon dioxide; can exist in amine & formamide form.


Chemical Structure

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Carbon dioxide reduction factor
CAS# 89873-36-9

Theoretical Analysis

MedKoo Cat#: 597287
Name: Carbon dioxide reduction factor
CAS#: 89873-36-9
Chemical Formula: C34H44N4O15
Exact Mass: 748.2803
Molecular Weight: 748.73
Elemental Analysis: C, 54.54; H, 5.92; N, 7.48; O, 32.05

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Carbon dioxide reduction factor; Methanofuran; Cdr factor;

IUPAC/Chemical Name: 7-(((S)-4-(((S)-4-amino-1-carboxy-4-oxobutyl)(4-((5-(aminomethyl)furan-3-yl)methoxy)phenethyl)amino)-1-carboxy-4-oxobutyl)amino)-7-oxoheptane-1,3,4-tricarboxylic acid

InChi Key: OATFQXAGPZGIAC-HDLCADABSA-N

InChi Code: InChI=1S/C34H44N4O15/c35-16-22-15-20(18-53-22)17-52-21-3-1-19(2-4-21)13-14-38(26(34(50)51)8-9-27(36)39)29(41)11-7-25(33(48)49)37-28(40)10-5-23(31(44)45)24(32(46)47)6-12-30(42)43/h1-4,15,18,23-26H,5-14,16-17,35H2,(H2,36,39)(H,37,40)(H,42,43)(H,44,45)(H,46,47)(H,48,49)(H,50,51)/t23?,24?,25-,26-/m0/s1

SMILES Code: O=C(N)CC[C@@H](C(O)=O)N(CCC1=CC=C(OCC2=COC(CN)=C2)C=C1)C(CC[C@@H](C(O)=O)NC(CCC(C(O)=O)C(C(O)=O)CCC(O)=O)=O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 748.73 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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3: Wang Y, Xu H, Harich KC, White RH. Identification and characterization of a tyramine-glutamate ligase (MfnD) involved in methanofuran biosynthesis. Biochemistry. 2014 Oct 7;53(39):6220-30. doi: 10.1021/bi500879h. Epub 2014 Sep 24. PubMed PMID: 25211225.

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5: Miller D, Wang Y, Xu H, Harich K, White RH. Biosynthesis of the 5-(Aminomethyl)-3-furanmethanol moiety of methanofuran. Biochemistry. 2014 Jul 22;53(28):4635-47. doi: 10.1021/bi500615p. Epub 2014 Jul 10. PubMed PMID: 24977328.

6: Menelaou MA, Henandez HP, Macías FA, Weidenhamer JD, Williamson GB, Fronczek FR, Fischer HD, Fischer NH. Constituents of Calamintha ashei: effects on Florida sandhill species. Nat Prod Commun. 2010 May;5(5):685-94. PubMed PMID: 20521531.

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8: Kezmarsky ND, Xu H, Graham DE, White RH. Identification and characterization of a L-tyrosine decarboxylase in Methanocaldococcus jannaschii. Biochim Biophys Acta. 2005 Mar 11;1722(2):175-82. Epub 2005 Jan 22. PubMed PMID: 15715981.

9: Chistoserdova L, Jenkins C, Kalyuzhnaya MG, Marx CJ, Lapidus A, Vorholt JA, Staley JT, Lidstrom ME. The enigmatic planctomycetes may hold a key to the origins of methanogenesis and methylotrophy. Mol Biol Evol. 2004 Jul;21(7):1234-41. Epub 2004 Mar 10. PubMed PMID: 15014146.

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12: Bartoschek S, Vorholt JA, Thauer RK, Geierstanger BH, Griesinger C. N-carboxymethanofuran (carbamate) formation from methanofuran and CO2 in methanogenic archaea. Thermodynamics and kinetics of the spontaneous reaction. Eur J Biochem. 2000 Jun;267(11):3130-8. PubMed PMID: 10824097.

13: Vorholt JA, Thauer RK. The active species of 'CO2' utilized by formylmethanofuran dehydrogenase from methanogenic Archaea. Eur J Biochem. 1997 Sep 15;248(3):919-24. PubMed PMID: 9342247.

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15: Eisenreich W, Bacher A. Biosynthesis of methanofuran in Methanobacterium thermoautotrophicum. J Biol Chem. 1992 Sep 5;267(25):17574-80. PubMed PMID: 1517208.

16: DiMarco AA, Bobik TA, Wolfe RS. Unusual coenzymes of methanogenesis. Annu Rev Biochem. 1990;59:355-94. Review. PubMed PMID: 2115763.

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18: White RH. Biosynthesis of the 2-(aminomethyl)-4-(hydroxymethyl)furan subunit of methanofuran. Biochemistry. 1988 Jun 14;27(12):4415-20. PubMed PMID: 3166985.

19: Bobik TA, Donnelly MI, Rinehart KL Jr, Wolfe RS. Structure of a methanofuran derivative found in cell extracts of Methanosarcina barkeri. Arch Biochem Biophys. 1987 May 1;254(2):430-6. PubMed PMID: 2883935.

20: Jones WJ, Donnelly MI, Wolfe RS. Evidence of a common pathway of carbon dioxide reduction to methane in methanogens. J Bacteriol. 1985 Jul;163(1):126-31. PubMed PMID: 3924891; PubMed Central PMCID: PMC219089.