D-DOPA

The D-Tyrosine, 3-hydroxy-, with the CAS registry number of 5796-17-8, is also known as D-3-Hydroxytyrosine and D-DOPA. It belongs to the product categories of Amino Acids 13C, 2H, 15N; Amino Acids & Derivatives; Chiral Reagents; Neurochemicals. Its EINECS registry number is 227-343-0. This chemical's molecular formula is C₉H₁₁NO₄ and molecular weight is 197.19. What's more, its systematic name  is 3-Hydroxy-D-tyrosine. D-DOPA is similar to L-DOPA (Levodopa), but with opposite chirality. Levo- and dextro- rotation reference a molecule's ability to rotate planes of polarized light in either direction. Whereas L-DOPA is moderately effective in the treatment of Parkinson's disease (PD), D-DOPA is biologically inactive. Besides, this chemical should be stored at -20 °C.

Physical properties about D-Tyrosine, 3-hydroxy- are: (1)ACD/LogP: -0.23; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -2.72; (4)ACD/LogD (pH 7.4): -2.73; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 48 Å²; (13)Index of Refraction: 1.654; (14)Molar Refractivity: 49.25 cm³; (15)Molar Volume: 134.2 cm³; (16)Surface Tension: 80.2 dyne/cm; (17)Density: 1.468 g/cm³; (18)Flash Point: 225 °C; (19)Enthalpy of Vaporization: 74.5 kJ/mol; (20)Boiling Point: 448.4 °C at 760 mmHg; (21)Vapour Pressure: 7.97E-09 mmHg at 25 °C.

Preparation: this chemical is prepared by (R)-2-[N-(Phenylsulfonyl)amino]-3-(3, 4-dimethoxyphenyl)propionic acid by heating. This reaction needs reagents Phenol and 48 % HBr. The reaction time is 1 hour. The yield is about 62 %.

Uses: it is used to produce other chemicals. For example, it is used to produce 5-S-Cysteinyl-D-dopa at ambient temperature. This reaction needs reagents Potassium phosphate buffer (pH=6.8) and Mushroom tyrosinase. The yield is about 43.5 %.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)[C@H](N)Cc1cc(O)c(O)cc1
(2) InChI: InChI=1/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m1/s1
(3) InChIKey: WTDRDQBEARUVNC-ZCFIWIBFBC