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词条 Dihydrofolic acid
释义

  1. Interactive pathway map

  2. References

{{refimprove|date=October 2014}}{{chembox
| verifiedrevid = 443685970
| ImageFile = Dihydrofolic acid.svg
| ImageSize = 260px
| ImageAlt = Skeletal formula of dihydrofolic acid
| ImageFile1 = Dihydrofolic-acid-3D-spacefill.png
| ImageSize1 = 250
| ImageAlt1 = Space-filling model of the dihydrofolic acid molecule
| IUPACName = N-(4-{[(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoyl)-L-glutamic acid
| OtherNames = H2folate, DH
| Section1 = {{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 89228
| InChI = 1/C19H21N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,12,21H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t12-/m0/s1
| InChIKey = OZRNSSUDZOLUSN-LBPRGKRZBB
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 46294
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C19H21N7O6/c20-19-25-15-14(17(30)26-19)23-11(8-22-15)7-21-10-3-1-9(2-4-10)16(29)24-12(18(31)32)5-6-13(27)28/h1-4,12,21H,5-8H2,(H,24,29)(H,27,28)(H,31,32)(H4,20,22,25,26,30)/t12-/m0/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = OZRNSSUDZOLUSN-LBPRGKRZSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 4033-27-6
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = KXP0KNM559
| PubChem = 98792
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 15633
| SMILES = O=C(O)[C@@H](NC(=O)c1ccc(cc1)NCC/2=N/C=3C(=O)\=C(/NC=3NC\\2)N)CCC(=O)O
| MeSHName = dihydrofolate
| Section2 = {{Chembox Properties
| Formula = C19H21N7O6
| MolarMass = 443.414 g/mol
| Appearance =
| Density =
| MeltingPt =
| BoilingPt =
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}

Dihydrofolic acid (conjugate base dihydrofolate) (DHF) is a folic acid (vitamin B9) derivative which is converted to tetrahydrofolic acid by dihydrofolate reductase.[1] Since tetrahydrofolate is needed to make both purines and pyrimidines, which are building blocks of DNA and RNA, dihydrofolate reductase is targeted by various drugs to prevent nucleic acid synthesis.

Interactive pathway map

{{FluoropyrimidineActivity WP1601|highlight=Dihydrofolic_acid}}

References

1. ^{{cite journal|doi=10.1021/bi00471a008|title=Dissociation constants for dihydrofolic acid and dihydrobiopterin and implications for mechanistic models for dihydrofolate reductase|journal=Biochemistry|volume=29|issue=19|pages=4554–4560|year=2002|last1=Maharaj|first1=Geeta|last2=Selinsky|first2=Barry S|last3=Appleman|first3=James R|last4=Perlman|first4=Michael|last5=London|first5=Robert E|last6=Blakley|first6=Raymond L}}
{{Enzyme cofactors}}{{Vitamin}}{{DEFAULTSORT:Dihydrofolic Acid}}{{organic-compound-stub}}

1 : Folates

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