6R-Leucovorin

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

MedKoo CAT#: 597159

CAS#: 73951-54-9

Description: 6R-Leucovorin is a derivative of Folic Acid, a vitamin needed to synthesize DNA, conduct DNA repair and methylate DNA, it also acts as a cofactor in biological reactions involving folate. Levoleucovorin impurity.


Chemical Structure

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6R-Leucovorin
CAS# 73951-54-9

Theoretical Analysis

MedKoo Cat#: 597159
Name: 6R-Leucovorin
CAS#: 73951-54-9
Chemical Formula: C20H23N7O7
Exact Mass: 473.1659
Molecular Weight: 473.44
Elemental Analysis: C, 50.74; H, 4.90; N, 20.71; O, 23.65

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: 6R-Leucovorin; (6R,2'S)-Folinic acid; Dextrofolinic acid;

IUPAC/Chemical Name: (4-((((R)-2-amino-5-formyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl)methyl)amino)benzoyl)-L-glutamic acid

InChi Key: VVIAGPKUTFNRDU-OLZOCXBDSA-N

InChi Code: InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)27(9-28)12(8-23-16)7-22-11-3-1-10(2-4-11)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,12-13,22H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,23,25,26,32)/t12-,13+/m1/s1

SMILES Code: O=C(O)CC[C@@H](C(O)=O)NC(C1=CC=C(NC[C@H]2N(C=O)C3=C(NC(N)=NC3=O)NC2)C=C1)=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 473.44 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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1: Liu K, Dai X, Zhong D, Deng P, Ma J, Chen X. Simultaneous determination of 6R-leucovorin, 6S-leucovorin and 5-methyltetrahydrofolate in human plasma using solid phase extraction and chiral liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Apr 1;877(10):902-10. doi: 10.1016/j.jchromb.2009.02.046. Epub 2009 Feb 24. PubMed PMID: 19269903.

2: Hempel G, Lingg R, Boos J. Interactions of carboxypeptidase G2 with 6S-leucovorin and 6R-leucovorin in vitro: implications for the application in case of methotrexate intoxications. Cancer Chemother Pharmacol. 2005 Apr;55(4):347-353. doi: 10.1007/s00280-004-0910-2. Epub 2004 Oct 21. PubMed PMID: 15723260.

3: Houghton JA, Morton CL, Adkins DA, Rahman A. Locus of the interaction among 5-fluorouracil, leucovorin, and interferon-alpha 2a in colon carcinoma cells. Cancer Res. 1993 Sep 15;53(18):4243-50. PubMed PMID: 8364921.

4: Patel R, Newman EM, Villacorte DG, Sato JK, Reaman GH, Finklestein JZ, Krailo MD, Hammond GD, Holcenberg JS. Pharmacology and phase I trial of high-dose oral leucovorin plus 5-fluorouracil in children with refractory cancer: a report from the Children's Cancer Study Group. Cancer Res. 1991 Sep 15;51(18):4871-5. PubMed PMID: 1893377.

5: Lin SL, Jadaud P, Whitfield LR, Wainer IW. Determination of low levels of the stereoisomers of leucovorin and 5-methyltetrahydrofolate in plasma using a coupled chiral-achiral high-performance liquid chromatographic system with post-chiral column peak compression. J Chromatogr. 1990 Nov 16;532(2):227-36. PubMed PMID: 2084121.