MedKoo Cat#: 597288 | Name: Formylmethanofuran

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Formylmethanofuran is proposed as intermediate in reduction of CO2 to methane.

Chemical Structure

Formylmethanofuran
Formylmethanofuran
CAS#94483-60-0

Theoretical Analysis

MedKoo Cat#: 597288

Name: Formylmethanofuran

CAS#: 94483-60-0

Chemical Formula: C35H44N4O16

Exact Mass: 776.2752

Molecular Weight: 776.74

Elemental Analysis: C, 54.12; H, 5.71; N, 7.21; O, 32.96

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
Bulk Inquiry
Related CAS #
No Data
Synonym
Formylmethanofuran; Formyl-mfr;
IUPAC/Chemical Name
7-(((S)-4-(((S)-4-amino-1-carboxy-4-oxobutyl)(4-((5-(formamidomethyl)furan-3-yl)methoxy)phenethyl)amino)-1-carboxy-4-oxobutyl)amino)-7-oxoheptane-1,3,4-tricarboxylic acid
InChi Key
JXRUTZWQLBYLRB-NBAFEDJBSA-N
InChi Code
InChI=1S/C35H44N4O16/c36-28(41)9-8-27(35(52)53)39(14-13-20-1-3-22(4-2-20)54-17-21-15-23(55-18-21)16-37-19-40)30(43)11-7-26(34(50)51)38-29(42)10-5-24(32(46)47)25(33(48)49)6-12-31(44)45/h1-4,15,18-19,24-27H,5-14,16-17H2,(H2,36,41)(H,37,40)(H,38,42)(H,44,45)(H,46,47)(H,48,49)(H,50,51)(H,52,53)/t24?,25?,26-,27-/m0/s1
SMILES Code
O=C(N)CC[C@@H](C(O)=O)N(CCC1=CC=C(OCC2=COC(CNC=O)=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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 776.74 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
1: Wintsche B, Jehmlich N, Popp D, Harms H, Kleinsteuber S. Metabolic Adaptation of Methanogens in Anaerobic Digesters Upon Trace Element Limitation. Front Microbiol. 2018 Mar 13;9:405. doi: 10.3389/fmicb.2018.00405. eCollection 2018. PubMed PMID: 29593674; PubMed Central PMCID: PMC5859356. 2: Wagner T, Ermler U, Shima S. The methanogenic CO2 reducing-and-fixing enzyme is bifunctional and contains 46 [4Fe-4S] clusters. Science. 2016 Oct 7;354(6308):114-117. PubMed PMID: 27846502. 3: Rana A, Dey A. Theoretical exploration of the mechanism of formylmethanofuran dehydrogenase: the first reductive step in CO2 fixation by methanogens. J Biol Inorg Chem. 2016 Sep;21(5-6):703-13. doi: 10.1007/s00775-016-1377-4. Epub 2016 Jul 25. PubMed PMID: 27456610. 4: Pore SD, Shetty D, Arora P, Maheshwari S, Dhakephalkar PK. Metagenome changes in the biogas producing community during anaerobic digestion of rice straw. Bioresour Technol. 2016 Aug;213:50-53. doi: 10.1016/j.biortech.2016.03.045. Epub 2016 Mar 12. PubMed PMID: 27025191. 5: Boll M, Einsle O, Ermler U, Kroneck PM, Ullmann GM. Structure and Function of the Unusual Tungsten Enzymes Acetylene Hydratase and Class II Benzoyl-Coenzyme A Reductase. J Mol Microbiol Biotechnol. 2016;26(1-3):119-37. doi: 10.1159/000440805. Epub 2016 Mar 10. Review. PubMed PMID: 26959374. 6: Kroneck PM. Acetylene hydratase: a non-redox enzyme with tungsten and iron-sulfur centers at the active site. J Biol Inorg Chem. 2016 Mar;21(1):29-38. doi: 10.1007/s00775-015-1330-y. Epub 2016 Jan 20. Review. PubMed PMID: 26790879. 7: Goswami R, Chattopadhyay P, Shome A, Banerjee SN, Chakraborty AK, Mathew AK, Chaudhury S. An overview of physico-chemical mechanisms of biogas production by microbial communities: a step towards sustainable waste management. 3 Biotech. 2016 Jun;6(1):72. doi: 10.1007/s13205-016-0395-9. Epub 2016 Feb 16. Review. PubMed PMID: 28330142; PubMed Central PMCID: PMC4755961. 8: Singh KM, Patel AK, Shah RK, Reddy B, Joshi CG. Potential functional gene diversity involved in methanogenesis and methanogenic community structure in Indian buffalo (Bubalus bubalis) rumen. J Appl Genet. 2015 Aug;56(3):411-26. doi: 10.1007/s13353-015-0270-0. Epub 2015 Feb 8. PubMed PMID: 25663664. 9: Matschiavelli N, Rother M. Role of a putative tungsten-dependent formylmethanofuran dehydrogenase in Methanosarcina acetivorans. Arch Microbiol. 2015 Apr;197(3):379-88. doi: 10.1007/s00203-014-1070-3. Epub 2014 Dec 11. PubMed PMID: 25503744. 10: Liu P, Yang Y, Lü Z, Lu Y. Response of a rice paddy soil methanogen to syntrophic growth as revealed by transcriptional analyses. Appl Environ Microbiol. 2014 Aug;80(15):4668-76. PubMed PMID: 24837392; PubMed Central PMCID: PMC4148802. 11: Kojima H, Moll J, Kahnt J, Fukui M, Shima S. A reversed genetic approach reveals the coenzyme specificity and other catalytic properties of three enzymes putatively involved in anaerobic oxidation of methane with sulfate. Environ Microbiol. 2014 Nov;16(11):3431-42. doi: 10.1111/1462-2920.12475. Epub 2014 Apr 29. PubMed PMID: 24707918. 12: Glass JB, Yu H, Steele JA, Dawson KS, Sun S, Chourey K, Pan C, Hettich RL, Orphan VJ. Geochemical, metagenomic and metaproteomic insights into trace metal utilization by methane-oxidizing microbial consortia in sulphidic marine sediments. Environ Microbiol. 2014 Jun;16(6):1592-611. doi: 10.1111/1462-2920.12314. Epub 2013 Nov 14. PubMed PMID: 24148160. 13: Costa KC, Yoon SH, Pan M, Burn JA, Baliga NS, Leigh JA. Effects of H2 and formate on growth yield and regulation of methanogenesis in Methanococcus maripaludis. J Bacteriol. 2013 Apr;195(7):1456-62. doi: 10.1128/JB.02141-12. Epub 2013 Jan 18. PubMed PMID: 23335420; PubMed Central PMCID: PMC3624518. 14: Vidová M, Bobáľová J, Smigáň P. Harmaline-resistant mutant of Methanothermobacter thermautotrophicus with a lesion in Na(+)/H(+) antiport. Gen Physiol Biophys. 2011;30 Spec No:S54-60. doi: 10.4149/gpb_2011_SI1_54. PubMed PMID: 21869452. 15: Kaster AK, Moll J, Parey K, Thauer RK. Coupling of ferredoxin and heterodisulfide reduction via electron bifurcation in hydrogenotrophic methanogenic archaea. Proc Natl Acad Sci U S A. 2011 Feb 15;108(7):2981-6. doi: 10.1073/pnas.1016761108. Epub 2011 Jan 24. PubMed PMID: 21262829; PubMed Central PMCID: PMC3041090. 16: Axelrod HL, Das D, Abdubek P, Astakhova T, Bakolitsa C, Carlton D, Chen C, Chiu HJ, Clayton T, Deller MC, Duan L, Ellrott K, Farr CL, Feuerhelm J, Grant JC, Grzechnik A, Han GW, Jaroszewski L, Jin KK, Klock HE, Knuth MW, Kozbial P, Krishna SS, Kumar A, Lam WW, Marciano D, McMullan D, Miller MD, Morse AT, Nigoghossian E, Nopakun A, Okach L, Puckett C, Reyes R, Sefcovic N, Tien HJ, Trame CB, van den Bedem H, Weekes D, Wooten T, Xu Q, Hodgson KO, Wooley J, Elsliger MA, Deacon AM, Godzik A, Lesley SA, Wilson IA. Structures of three members of Pfam PF02663 (FmdE) implicated in microbial methanogenesis reveal a conserved α+β core domain and an auxiliary C-terminal treble-clef zinc finger. Acta Crystallogr Sect F Struct Biol Cryst Commun. 2010 Oct 1;66(Pt 10):1335-46. doi: 10.1107/S1744309110020166. Epub 2010 Aug 4. PubMed PMID: 20944230; PubMed Central PMCID: PMC2954224. 17: Worm P, Stams AJ, Cheng X, Plugge CM. Growth- and substrate-dependent transcription of formate dehydrogenase and hydrogenase coding genes in Syntrophobacter fumaroxidans and Methanospirillum hungatei. Microbiology. 2011 Jan;157(Pt 1):280-9. doi: 10.1099/mic.0.043927-0. Epub 2010 Sep 30. PubMed PMID: 20884694. 18: Petrova LP, Varshalomidze OÉ, Shelud'ko AV, Katsy EI. [Localization of denitrification genes in plasmid DNA of bacteria Azospirillum brasilense]. Genetika. 2010 Jul;46(7):904-10. Russian. PubMed PMID: 20795494. 19: Costa KC, Wong PM, Wang T, Lie TJ, Dodsworth JA, Swanson I, Burn JA, Hackett M, Leigh JA. Protein complexing in a methanogen suggests electron bifurcation and electron delivery from formate to heterodisulfide reductase. Proc Natl Acad Sci U S A. 2010 Jun 15;107(24):11050-5. doi: 10.1073/pnas.1003653107. Epub 2010 Jun 1. PubMed PMID: 20534465; PubMed Central PMCID: PMC2890747. 20: Rohlin L, Gunsalus RP. Carbon-dependent control of electron transfer and central carbon pathway genes for methane biosynthesis in the Archaean, Methanosarcina acetivorans strain C2A. BMC Microbiol. 2010 Feb 23;10:62. doi: 10.1186/1471-2180-10-62. PubMed PMID: 20178638; PubMed Central PMCID: PMC2838876.