Quote:
Originally Posted by Aperson444
Could I get the Merck Index entries for Sulcotrione, Homogentisic acid, and tyrosine?
And this article:
Properties of an extracellular adhesive polymer from the marine bacterium
Shewanella colwelliana
by GO Abu, RM Weiner, J Rice, RR Colwell - Biofouling, 1991 - Taylor & Francis
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Sulcotrione:
Monograph Number: 8979
Title: Sulcotrione
CAS Registry Number: 99105-77-8
CAS Name: 2-[2-Chloro-4-(methylsulfonyl)benzoyl]-1,3-cyclohexanedione
Manufacturers' Codes: ICIA-0051; SC-0051
Trademarks: Mikado (Zeneca)
Molecular Formula: C14H13ClO5S
Molecular Weight: 328.77.
Percent Composition: C 51.15%, H 3.99%, Cl 10.78%, O 24.33%, S 9.75%
Literature References: Triketone bleaching herbicide for use in maize. Inhibits 4-hydroxyphenylpyruvate dioxygenase, an enzyme involved in the biosynthesis of plastoquinones. Prepn: W. J. Michaely, G. W. Kraatz, EP 137963; eidem, US 4780127 (1983, 1988 both to Stauffer Chem.). Field trials in corn: J. S. Wilson, C. L. Foy, Weed Technol. 4, 731 (1990). Soil adsorption: eidem, ibid. 6, 583 (1992). Mode of action study: J. Secor, Plant Physiol. 106, 1429 (1994). Comprehensive description: J. M. Beraud et al., Brighton Crop Prot. Conf. - Weeds 1991, 51-56.
Properties: Light tan solid, mp 139°. Vapor pressure (25°): 4 ´ 10-8 mm Hg. Soly in water (25°): 165 mg/l. Sol in acetone, chlorobenzene.
Melting point: mp 139°
Use: Herbicide.
Homogentisic acid:
Monograph Number: 4758
Title: Homogentisic Acid
CAS Registry Number: 451-13-8
CAS Name: 2,5-Dihydroxybenzeneacetic acid
Additional Names: 2,5-dihydroxyphenylacetic acid; 2,5-dihydroxy-a-toluic acid
Molecular Formula: C8H8O4
Molecular Weight: 168.15.
Percent Composition: C 57.14%, H 4.80%, O 38.06%
Literature References: An important intermediate in metabolism of tyrosine (q.v.) and phenylalanine (q.v.). Occurs in plants and in the urine of alkaptonurics: Garrod, Inborn Errors of Metabolism (Oxford Medical Publications, London, 1923, and later). Isoln from alkaptonuric urine: Mörner, Z. Physiol. Chem. 117, 85 (1921). Synthesis from 2,5-dihydroxymandelic acid or from 2,5-dihydroxyphenylglyoxylic acid by boiling with fuming HI: Neubauer, Flatow, ibid. 52, 395 (1907). Alternate syntheses: L. DeForrest Abbott, J. D. Smith, J. Biol. Chem. 179, 365 (1949); S. B. Bostock, A. H. Renfrew, Synthesis 1978, 66; J. L. Bloomer, K. M. Damodaran, ibid. 1980, 111. Biosynthesis from tyrosine: Davies et al., J. Chem. Soc. 1964, 3126. Metabolic studies: W. E. Knox, M. LeMay-Knox, Biochem. J. 49, 686 (1951); B. N. LaDu, V. G. Zannoni, J. Biol. Chem. 217, 777 (1955).
Derivative Type: Monohydrate
Properties: Prisms from water. Anhydrous leaflets from hot alcohol + chloroform, mp 152°. Freely sol in water, alcohol, ether; insol in chloroform, benzene. Easily dehydrated to the lactone. Aq solns are stable.
Melting point: mp 152°
Derivative Type: Dimethyl ether
Molecular Formula: C10H12O4
Molecular Weight: 196.20.
Percent Composition: C 61.22%, H 6.16%, O 32.62%
Properties: mp 124.5°.
Melting point: mp 124.5°
Derivative Type: Methyl ester dimethyl ether
Molecular Formula: C11H14O4
Molecular Weight: 210.23.
Percent Composition: C 62.84%, H 6.71%, O 30.44%
Properties: mp 45°.
Melting point: mp 45°
tyrosine:
Title: Tyrosine
CAS Registry Number: 60-18-4
CAS Name: L-Tyrosine
Additional Names: Tyr; Y; b-(p-hydroxyphenyl)alanine; a-amino-p-hydroxyhydrocinnamic acid; (S)-a-amino-4-hydroxybenzenepropanoic acid
Molecular Formula: C9H11NO3
Molecular Weight: 181.19.
Percent Composition: C 59.66%, H 6.12%, N 7.73%, O 26.49%
Literature References: Non-essential amino acid for human development; precursor for the synthesis of thyroid hormones and select neurotransmitters, such as dopamine and norepinephrine. May be considered essential by the brain. Name derived from the Greek "tyros" for "cheese" from which it was first identified and isolated: J. Liebig, Ann. 57, 127 (1846); idem, ibid. 62, 257 (1847). Early chemistry and biochemistry: Amino Acids and Proteins, D. M. Greenberg, Ed. (Charles C. Thomas, Springfield, IL, 1951) 950 pp., passim; J. P. Greenstein, M. Winitz, Chemistry of the Amino Acids vol 1-3 (John Wiley and Sons, Inc., New York, 1961) pp. 2348-2367, passim. Synthesis of labeled form: Y. Watanabe et al., Acta Radiol. 376 (Suppl.), 110 (1991). Intrinsic fluorophore in proteins; used in characterizing structure and conformational changes: V. Giancotti et al., Biochim. Biophys. Acta 624, 60 (1980); S. T. Ferreira et al., Biophys. J. 66, 1185 (1994); B. Kierdaszuk et al., Photochem. Photobiol. 61, 319 (1995). Review of determn in blood: E. Robins, Meth. Biochem. Anal. 17, 287-309 (1969). Review of neurotransmitter synthesis: C. J. Gibson, Retina 2, 332-340 (1982). Review of toxicity: C. Laberge et al., Adv. Exp. Med. Biol. 206, 209-221 (1986). Review of post-translational phosphorylation: S. Atherton-Fessler et al., Semin. Cell Biol. 4, 433-442 (1993); sulfation: C. Niehrs et al., Chemico-Biolog. Interact. 92, 257-271 (1994).
Properties: Fine silky needles, dec 342-344° (closed capillary, bath preheated to 280°, rapid heating). d 1.456. pK1¢ 2.20; pK2¢ 9.11; pK3¢ 10.07. [a]D22 -10.6° (c = 4 in N HCl); [a]D18 -13.2° (c = 4 in 3N NaOH). Soly in water (g/100 g): 0.02 at 0°; 0.045 at 25°; 0.105 at 50°; 0.244 at 75°; 0.565 at 100°. Insol in common neutral solvents, such as abs alcohol, ether, acetone, except water. Sol in alkaline solns.
pKa: pK1¢ 2.20; pK2¢ 9.11; pK3¢ 10.07
Optical Rotation: [a]D22 -10.6° (c = 4 in N HCl); [a]D18 -13.2° (c = 4 in 3N NaOH)
Density: d 1.456
Derivative Type: DL-Form
Properties: Synthetic product. Stout needles. Dec 316°. Soly in water (g/100 g): 0.0147 at 0°; 0.351 at 25°; 0.0836 at 50°.
Derivative Type: D-Form
Properties: Crystals. Dec 310-314°. [a]D25 +10.3° (c = 4 in N HCl). Soly in water (g/100 g): 0.196 at 0°; 0.1052 at 50°.
Optical Rotation: [a]D25 +10.3° (c = 4 in N HCl)
Use: Probe for studying protein structure and dynamics.
Enjoy.