Z-D-Phg(4-OH)-OH
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Z-D-Phg(4-OH)-OH

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Category
CBZ-Amino Acids
Catalog number
BAT-001422
CAS number
26787-75-7
Molecular Formula
C16H15NO5
Molecular Weight
301.3
IUPAC Name
(2R)-2-(4-hydroxyphenyl)-2-(phenylmethoxycarbonylamino)acetic acid
Synonyms
(R)-(N-Benzyloxycarbonyl)-p-hydroxyphenylglycine; N-Cbz-R-4-Hydroxyphenylglycine
Purity
≥ 98%
Density
1.356±0.06 g/cm3
Boiling Point
552.2±50.0°C
InChI
InChI=1S/C16H15NO5/c18-13-8-6-12(7-9-13)14(15(19)20)17-16(21)22-10-11-4-2-1-3-5-11/h1-9,14,18H,10H2,(H,17,21)(H,19,20)/t14-/m1/s1
InChI Key
CGDQNVNWDDEJPY-CQSZACIVSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NC(C2=CC=C(C=C2)O)C(=O)O
1. The mixed-valent 10-manganese(III/IV)-containing 36-tungsto-4-arsenate(V), [MnIII6MnIV4O4(OH)12(H2O)12(A-β-AsW9O34)4]22
Rami Al-Oweini, Bassem S Bassil, Marwa Itani, Dilara Börte Emiroğlu, Ulrich Kortz Acta Crystallogr C Struct Chem. 2018 Nov 1;74(Pt 11):1390-1394. doi: 10.1107/S2053229618014183. Epub 2018 Oct 26.
Interaction of the mixed-valent 12-manganese coordination complex [MnIII8MnIV4O12(CH3COO)16(H2O)4] with the lacunary 9-tungstoarsenate(V) [A-α-AsW9O34]9- resulted in the 10-manganese(III/IV)-containing 36-tungsto-4-arsenate(V), [MnIII6MnIV4O4(OH)12(H2O)12(A-β-AsW9O34)4]22- (1). Polyanion 1 was isolated as a hydrated mixed potassium-sodium salt, K14Na8[MnIII6MnIV4O4(OH)12(H2O)12(A-β-AsW9O34)4]·104H2O, which crystallizes in the orthorhombic space group Pbcn and was characterized by FT-IR spectroscopy and single-crystal X-ray diffraction, as well as elemental and thermogravimetric analyses. The title polyanion contains a unique [MnIII6MnIV4O4(OH)12(H2O)12]14+ core stabilized within the 36-tungsto-4-arsenate(V) framework.
2. Zinc Borate Hydrolysis
David M Schubert Molecules. 2022 Sep 6;27(18):5768. doi: 10.3390/molecules27185768.
The crystalline zinc borate phase ZnB3O4(OH)3, known in commerce as 2ZnO·3B2O3·3.5H2O, is an important industrial material used as a fire-retardant synergist in polymers, a source of micronutrients in agriculture, and a preservative in building materials. It lends durability to wood composite building materials by inhibiting attack by wood destroying organisms. The hydrolysis chemistry of this zinc borate is relevant to its industrial use. ZnB3O4(OH)3 exhibits incongruent solubility, reversibly hydrolyzing at neutral pH to insoluble Zn(OH)2 and soluble B(OH)3. It is sparingly soluble with a room temperature solubility of 0.270 wt% in terms of its equivalent oxide components in solution, comprising 0.0267 wt% B2O3 and 0.003 wt% ZnO. Aspects of the hydrolysis chemistry of zinc borate under neutral pH conditions are discussed.
3. Biomarkers of 4-hydroxy- N,N-methylpropyltryptamine (4-OH-MPT) intake identified from human hepatocyte incubations
Jeremy Carlier, Sara Malaca, Marilyn A Huestis, Adriano Tagliabracci, Anastasio Tini, Francesco P Busardò Expert Opin Drug Metab Toxicol. 2022 Dec;18(12):831-840. doi: 10.1080/17425255.2022.2166826. Epub 2023 Jan 26.
Background: 4-Hydroxy-N,N-methylpropyltryptamine (4-OH-MPT) is a psychedelic tryptamine whose use is regulated in several countries. Due to unspecific effects, consumption can be ascertained only through toxicological analyses. However, the trace amounts of tryptamines are usually challenging to detect in biological samples. 4-OH-MPT metabolism was characterized to identify optimal metabolite markers of intake in clinical/forensic toxicology. Research design and methods: 4-OH-MPT was incubated with 10-donor-pooled human hepatocytes to simulate in vivo conditions; samples were analyzed by liquid chromatography-high-resolution tandem mass spectrometry (LC-HRMS/MS), and data were processed with Compound Discoverer from Thermo Scientific. LC-HRMS/MS and data mining were supported by in silico metabolite predictions (GLORYx). Results: Three phase I and four phase II metabolites were identified, including N-oxidation and N-demethylation at the alkylamine chain, and O-glucuronidation and sulfation at the hydroxylindole core. Conclusions: 4-OH-MPT metabolic fate was consistent with the human metabolism of tryptamine analogues: we suggest 4-OH-MPT-N-oxide and 4-hydroxy-N,N-propyltryptamine (4-OH-PT) as metabolite biomarkers of 4-OH-MPT consumption after glucuronide/sulfate hydrolysis in biological samples to improve detection of 4-OH-MPT and phase I metabolites; 4-OH-MPT-glucuronide is suggested as an additional biomarker when hydrolysis is not performed. Further research on the metabolism of structural analogues is necessary to evaluate the specificity of 4-OH-MPT metabolite biomarkers.
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