MedKoo Cat#: 597244 | Name: Hexaglutamate folate

Description:

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

is a naturally occurring form of folic acid. The bioavailability of dietary folate may be hampered by the need of the glutamate moieties to be deconjugated before absorption. Folate deficiency in humans leads to anemia, neural tube defects and, possibly, chronic diseases such as cardiovascular disease, colon cancer, and neurocognitive dysfunction. Folate status is ascertained not only by the intake of folate but also by its bioavailability. Bioavailability is defined as the proportion of ingested folate that is absorbed and available for metabolic processes and storage. In humans, the bioavailability of folate from the diet is assumed to be {approx}50%, whereas the bioavailability of synthetic folic acid used in supplements and as a food fortificant is estimated to range from 76% to 97%. Patients with pernicious anemia in relapse and postgastrectomy macrocytic anemia cannot readily utilize for hematopoiesis a naturally occurring conjugate of pteroylglutamic acid although they respond promptly to administration of the free vitamin. This effect varies in different patients. Inability to utilize the conjugated vitamin appears to depend at least in part upon a conjugase-inhibiting substance present in natural sources of conjugate.

Chemical Structure

Hexaglutamate folate
Hexaglutamate folate
CAS#35409-55-3

Theoretical Analysis

MedKoo Cat#: 597244

Name: Hexaglutamate folate

CAS#: 35409-55-3

Chemical Formula: C44H54N12O21

Exact Mass: 1086.3526

Molecular Weight: 1086.97

Elemental Analysis: C, 48.62; H, 5.01; N, 15.46; O, 30.91

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.
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Related CAS #
No Data
Synonym
Hexaglutamate folate; Pteglu6;
IUPAC/Chemical Name
(3S,8S,13S,18S,23S,28S)-1-(4-(((2-amino-4-oxo-1,4-dihydropteridin-6-yl)methyl)amino)phenyl)-1,6,11,16,21,26-hexaoxo-2,7,12,17,22,27-hexaazatriacontane-3,8,13,18,23,28,30-heptacarboxylic acid
InChi Key
AIPNSTFJYXXLIP-QCOJBMJGSA-N
InChi Code
InChI=1S/C44H54N12O21/c45-44-55-35-34(37(65)56-44)48-21(18-47-35)17-46-20-3-1-19(2-4-20)36(64)54-27(43(76)77)9-15-32(61)52-25(41(72)73)7-13-30(59)50-23(39(68)69)5-11-28(57)49-22(38(66)67)6-12-29(58)51-24(40(70)71)8-14-31(60)53-26(42(74)75)10-16-33(62)63/h1-4,18,22-27,46H,5-17H2,(H,49,57)(H,50,59)(H,51,58)(H,52,61)(H,53,60)(H,54,64)(H,62,63)(H,66,67)(H,68,69)(H,70,71)(H,72,73)(H,74,75)(H,76,77)(H3,45,47,55,56,65)/t22-,23-,24-,25-,26-,27-/m0/s1
SMILES Code
O=C(O)CC[C@@H](C(O)=O)NC(CC[C@@H](C(O)=O)NC(CC[C@@H](C(O)=O)NC(CC[C@@H](C(O)=O)NC(CC[C@@H](C(O)=O)NC(CC[C@@H](C(O)=O)NC(C1=CC=C(NCC2=CN=C3NC(N)=NC(C3=N2)=O)C=C1)=O)=O)=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 1,086.97 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: Melse-Boonstra A, Verhoef P, West CE, van Rhijn JA, van Breemen RB, Lasaroms JJ, Garbis SD, Katan MB, Kok FJ. A dual-isotope-labeling method of studying the bioavailability of hexaglutamyl folic acid relative to that of monoglutamyl folic acid in humans by using multiple orally administered low doses. Am J Clin Nutr. 2006 Nov;84(5):1128-33. PubMed PMID: 17093166. 2: Wei MM, Bailey LB, Toth JP, Gregory JF 3rd. Bioavailability for humans of deuterium-labeled monoglutamyl and polyglutamyl folates is affected by selected foods. J Nutr. 1996 Dec;126(12):3100-8. PubMed PMID: 9001380. 3: Nelson EW, Crick WF, Cerda JJ, Wilder BJ, Streiff RR. The effect of diphenylhydantoin (phenytoin) on the sequential stages of intestinal folate absorption. Drug Nutr Interact. 1983;2(1):47-56. PubMed PMID: 6689591. 4: Wong GK, Rao AV. Effects of dietary protein on the subacute toxicity of butylated hydroxytoluene (BHT) in rats. Drug Nutr Interact. 1983;2(1):57-68. PubMed PMID: 6678747.