Exact Mass: 455.15532460000003

5,10-Methenyltetrahydrofolic acid

C20H21N7O6 (455.15532460000003)

Folate is important for cells and tissues that rapidly divide. Cancer cells divide rapidly, and drugs that interfere with folate metabolism are used to treat cancer. Methotrexate is a drug often used to treat cancer because it inhibits the production of the active form, tetrahydrofolate. Unfortunately, methotrexate can be toxic, producing side effects such as inflammation in the digestive tract that make it difficult to eat normally. Folinic acid is a form of folate that can help rescue or reverse the toxic effects of methotrexate. Folinic acid is not the same as folic acid. Folic acid supplements have little established role in cancer chemotherapy. There have been cases of severe adverse effects of accidental substitution of folic acid for folinic acid in patients receiving methotrexate cancer chemotherapy. It is important for anyone receiving methotrexate to follow medical advice on the use of folic or folinic acid supplements. Low concentrations of folate, vitamin B12, or vitamin B6 may increase your level of homocysteine, an amino acid normally found in your blood. There is evidence that an elevated homocysteine level is an independent risk factor for heart disease and stroke. The evidence suggests that high levels of homocysteine may damage coronary arteries or make it easier for blood clotting cells called platelets to clump together and form a clot. However, there is currently no evidence available to suggest that lowering homocysteine with vitamins will reduce your risk of heart disease. Clinical intervention trials are needed to determine whether supplementation with folic acid, vitamin B12 or vitamin B6 can lower your risk of developing coronary heart disease. Methylene tetrahydrofolate (CH2FH4) is formed from tetrahydrofolate by the addition of methylene groups from one of three carbon donors: formaldehyde, serine, or glycine. Methyl tetrahydrofolate(CH3FH4) can be made from methylene tetrahydrofolate by reduction of the methylene group, and formyl tetrahydrofolate (CHOFH4, folinic acid) is made by oxidation of methylene tetrahydrofolate. In the form of a series of tetrahydrofolate compounds, folate derivatives are substrates in a number of single-carbon-transfer reactions, and also are involved in the synthesis of dTMP (2-deoxythymidine-5-phosphate) from dUMP (2-deoxyuridine-5-phosphate). It helps convert vitamin B12 to one of its coenzyme forms and helps synthesize the DNA required for all rapidly growing cells.

(4S)-4-[[4-(3-Amino-1-oxo-5,6,6a,7-tetrahydro-2H-imidazo[1,5-f]pteridin-10-ium-8-yl)benzoyl]amino]-5-hydroxy-5-oxopentanoate

C20H21N7O6 (455.15532460000003)

N-Formylmethionyl-methionyl-phenylalanine

C20H29N3O5S2 (455.15485440000003)

2-[[4-[(2-Amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoyl]amino]-5-methoxy-5-oxopentanoic acid

C20H21N7O6 (455.15532460000003)

2-[[4-[(2-Amino-4-oxo-3H-pteridin-6-yl)methylamino]benzoyl]amino]-4-methylpentanedioic acid

C20H21N7O6 (455.15532460000003)

5,10-methylenetetrahydrofolate

C20H21N7O6 (455.15532460000003)

5,10-methylenetetrahydrofolate is slightly soluble (in water) and a weakly acidic compound (based on its pKa). 5,10-methylenetetrahydrofolate can be found in a number of food items such as yellow bell pepper, mexican groundcherry, celery leaves, and hard wheat, which makes 5,10-methylenetetrahydrofolate a potential biomarker for the consumption of these food products. The diastereoisomer [6R]-5,10-methylene-THF is the key endogenous one-carbon donor and a co-substrate of the TS (thymidylate synthase) enzyme for methylation of 2-deoxy-uridine-5-monophosphate (dUMP) to 2-deoxy-thymidine-5-monophosphate (dTMP). The coenzyme is necessary for the biosynthesis of thymidine and is the C1-donor in the reactions catalyzed by TS and thymidylate synthase (FAD) .

5,10-Methenyltetrahydrofolate

C20H21N7O6 (455.15532460000003)

N5,N10-Methenyltetrahydrofolic acid

C20H21N7O6 (455.15532460000003)

Methopterin

C20H21N7O6 (455.15532460000003)

(2S)-2-[[(2S)-2-[[(2S)-2-formamido-4-methylsulfanylbutanoyl]amino]-4-methylsulfanylbutanoyl]amino]-3-phenylpropanoic acid

C20H29N3O5S2 (455.15485440000003)

5,10-Methylenetetrahydrofolate(2-)

C20H21N7O6-2 (455.15532460000003)

5,10-Methylene-6-hydrofolic acid

C20H21N7O6 (455.15532460000003)

N-Formylmethionyl-methionyl-phenylalanine

C20H29N3O5S2 (455.15485440000003)

(6R)-5,10-methylenetetrahydrofolate(2-)

C20H21N7O6-2 (455.15532460000003)

2-[[4-(3-Amino-1-oxo-2,5,6,6a,7,9-hexahydroimidazo[1,5-f]pteridin-8-yl)benzoyl]amino]pentanedioate

C20H21N7O6-2 (455.15532460000003)

(Rs)-5,10-methenyltetrahydrofolate

C20H21N7O6 (455.15532460000003)

(6R)-5,10-methylenetetrahydrofolate(2-)

C20H21N7O6 (455.15532460000003)

5,10-Methylenetetrahydrofolate(2-)

C20H21N7O6 (455.15532460000003)