79647-29-3 Usage
Description
(6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-6,7-dihydro-1H-pteridin-4-one is a pteridine derivative with a specific stereochemistry, featuring an amino group and a dihydroxypropyl group attached to the pteridine ring structure. Pteridines are known for their significant roles in biological processes, such as being precursors for the synthesis of folate and other essential cofactors. The unique structure and properties of this compound make it a potentially valuable asset for pharmaceutical or research applications, including the development of new drugs and biochemical studies related to pteridine metabolism.
Uses
Used in Pharmaceutical Industry:
(6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-6,7-dihydro-1H-pteridin-4-one is used as a potential candidate for the development of new drugs due to its unique structure and properties. Its role in pteridine metabolism and its potential interactions with biological systems make it a promising compound for creating novel therapeutics.
Used in Research and Development:
In the field of biochemical research, (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-6,7-dihydro-1H-pteridin-4-one is used as a valuable compound for studying pteridine metabolism and its role in various biological processes. This can lead to a better understanding of the underlying mechanisms and potentially uncover new targets for drug development.
Used in Biochemical Studies:
(6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-6,7-dihydro-1H-pteridin-4-one is utilized in biochemical studies to investigate its interactions with biopolymers and macromolecules, which could provide insights into its potential applications in drug design and the development of novel therapeutic strategies.
Check Digit Verification of cas no
The CAS Registry Mumber 79647-29-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,9,6,4 and 7 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 79647-29:
(7*7)+(6*9)+(5*6)+(4*4)+(3*7)+(2*2)+(1*9)=183
183 % 10 = 3
So 79647-29-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,15-16H,2H2,1H3,(H3,10,11,13,14,17)/t3-,4+,6-/m0/s1
79647-29-3Relevant articles and documents
Synthesis of 4a-hydroxytetrahydropterins and the mechanism of their nonenzymatic dehydration to quinoid dihydropterins
Bailey, Steven W.,Rebrin, Igor,Boerth, Scott R.,Ayling, June E.
, p. 10203 - 10211 (2007/10/03)
4a-Hydroxytetrahydropterins 2 (R = Me, Pr, and 1'(R),2'(S)-dihydroxypropyl) were synthesized by intramolecular Schiff base condensation of 2'-substituted 2-amino-6-[(aminoethyl)amino]-4,5-pyrimidinediones 6. The rate vs pH of cyclization of 6 (which is predominately monohydrated) follows a bell-shaped curve with maxima at pH 9.8 in H2O (consistent with pK values of 8.8 and 10.8) and pH 9.1 in MeOH. Although almost insignificant in organic solvents, substantial 7-substituted dihydropterin was generated in water, particularly with 6 (R = dihydroxypropyl). The minimum rate of dehydration of carbinolamine 2 (R = Me or Pr) in 'zero' buffer (0.0035 s-1 at 17°C) occurs at pH 8.25, and is catalyzed by proton (1.3 x 105 M-1 s-1) and general acids. Between pH 8.4 and pH 7.4 ΔH* decreases from 15 to 12 kcal/mol, while ΔS* decreases from -18 to -26 eu for 2 (R = Me or Pr), consistent with concerted proton transfer in the dehydration transition state. Surprisingly, the rate also increases in more alkaline conditions up to 12-fold (in zero buffer), coincident with formation of a pteridine anion (pK = 9.8). Below pH 11.5 catalysis by buffer base was also observed. A solvent kinetic isotope effect (k(H2O)/k(D2O)) of 2.6, 2.2, and 3.5 was found in dilute buffers at pH 7.4, 8.2, and 10.9, respectively. The overall rate of disappearance of 2 (R = dihydroxypropyl) is similar to that of the alkyl analogs, but a second pathway competes with dehydration to produce a compound tentatively identified as a side-chain 4a-cyclic adduct, which subsequently decays to quinoid 6(R)-dihydrobiopterin. These synthetic substrates have permitted the first kinetic characterization of 4a-hydroxytetrahydropterin dehydratase (Rebrin, I.; et al. Biochemistry 1995, 34, 5801-5810), the enzyme involved in cofactor regeneration during aromatic amino acid hydroxylation.
