3-O-(2-Aminoethyl)-25-hydroxyvitamin D3

Short Summary : 25-hydroxyvitamin D3-lα-hydroxylase inhibitor

Category : Vitamin D Related|VD/VDR

Purity : 0.98

CAS Number : 163018-26-6

Formula : C30H51NO2

Molecular Weight : 457.73

SMILE : CC(CCCC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(CCC3=C)OCCCN)C

Solubility : Soluble in DMSO

Storage : Store at -20°C

Description : 25-hydroxyvitamin D3-3-3-aminopropyl ether is an amino-analog of 25-hydroxyvitamin D3 (25(OH)D3), and hence an inhibitor of 25-hydroxyvitamin D3-l-hydroxylase [1]
25-hydroxyvitamin D3-l-hydroxylase synthesizes 1,25-dihydroxyvitamin D3 (1,25(OH)2D3) from 25(OH)D3. 1,25(OH)2D3 is the active form of vitamin D [2].
In cultured human keratinocytes, 25-hydroxyvitamin D3-3-3-aminopropyl ether strongly suppressed the formation of 1,25(OH)2D3 from 25(OH)D3 [1].
Data regarding in vivo treatment with 25-hydroxyvitamin D3-3-3-aminopropyl ether have not been available. It is possible to get some functional information of this compound in vivo from vitamin D deficiency. 5-month-old vitamin D-deficient and vitamin D-replete rats were sacrificed. Compared with vitamin D-replete rats, the deficient rats had extensively bent tibias and shortened femurs, and wider epiphyseal growth plate of tibias. In vitamin D-deficient rats, the epiphyseal growth plate of the tibia was enlarged with extremely irregular boundaries. Various cellular activity zones in the growth plate were not distinct in vitamin D-deficient rats compared with vitamin D-replete rats. An increased number of chondrocytes was found in the cellular hypertrophy zone in the deficient rats. Femurs from vitamin D-replete rats were more resistant to deformation. Femurs of the vitamin D-deficient rats were weaker-less torque required to fracture. Almost 50% less amount of energy absorbed was needed prior to the fracture of femurs in deficient animals [3].
References: [1]. Aloka Roy and Rahul Ray. Aminopropylation of vitamin D hormone (1,25-dihydroxyvitamin D3), its biological precursors, and other steroidal alcohols: an anchoring moiety for affinity studies of sterols. Steroids, 1995, 60(8):530-3.[2]. Daniel Zehnder and Martin Hewison. The renal function of 25-hydroxyvitamin D3-1-hydroxylase. Molecular and Cellular Endocrinology, 1999, 151:213-220.[3]. G. E. Lester, C. J. VanderWiel, T. K. Gray, et al. Vitamin D deficiency in rats with normal serum calcium concentrations. Proc. Natl. Acad. Sci. USA, 1982, 79(15):4791-4794.

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