“5,10-Methenyltetrahydrofolate”的意思、由来-开放百科全书

词条

5,10-Methenyltetrahydrofolate

释义

Interactive pathway map
References

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 477223671
| ImageFile=5,10-Methenyltetrahydrofolate.svg
| ImageSize=260
| ImageAlt = Skeletal formula of 5,10-methenyltetrahydrofolate
| ImageFile1 = 5,10-Methenyltetrahydrofolate-cation-3D-spacefill.png
| ImageSize1 = 250
| ImageAlt1 = Space-filling model of the 5,10-methenyltetrahydrofolate cation
| IUPACName= N-[4-(3-amino-1-oxo-1,4,5,6,6a,7-hexahydro-8H-imidazo[1,5-f]pteridin-10-ium-8-yl)benzoyl]-L-glutamic acid
| OtherNames= 5,10-CH=THF
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 133
| InChI = 1/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p+1
| InChIKey = MEANFMOQMXYMCT-IKLDFBCSAN
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 46521
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p+1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = MEANFMOQMXYMCT-UHFFFAOYSA-O
| CASNo_Ref = {{cascite|changed|??}}
| CASNo=7444-29-3
| PubChem=644350
| SMILES = O=C(O)C(NC(=O)c1ccc(cc1)N4/C=[N+]3/C2=C(/N\\C(=N/C2=O)N)NCC3C4)CCC(=O)O
| MeSHName=5,10-methenyltetrahydrofolate
|Section2={{Chembox Properties
| Formula=C₂₀H₂₁N₇O₆
| MolarMass=455.42 g/mol
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}

5,10-Methenyltetrahydrofolate (5,10-CH=THF) is a form of tetrahydrofolate that is an intermediate in metabolism. 5,10-CH=THF is a coenzyme that accepts and donates methenyl (CH=) groups.

It is produced from 5,10-methylenetetrahydrofolate by either a NAD+ dependent methylenetetrahydrofolate dehydrogenase, or a NADP+ dependent dehydrogenase.^[1] It can also be produced as an intermediate in histidine catabolism, by formiminotransferase cyclodeaminase, from 5-formiminotetrahydrofolate.

5,10-CH=THF is a substrate for methenyltetrahydrofolate cyclohydrolase, which converts it into 10-formyltetrahydrofolate.

Interactive pathway map

{{FluoropyrimidineActivity WP1601|highlight=5,10-Methenyltetrahydrofolate}}

References

1. ^{{cite journal |author=Fowler B |title=The folate cycle and disease in humans |journal=Kidney Int. Suppl. |volume=78 |pages=S221–9 |date=February 2001 |pmid=11169015 |doi=10.1046/j.1523-1755.2001.07851.x}}

2 : Folates|Coenzymes

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