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3-?Bromo-?L-?tyrosine

目录号 : GC67810

3-?Bromo-?L-?tyrosine 是一种酪氨酸衍生物。

3-?Bromo-?L-?tyrosine Chemical Structure

Cas No.:38739-13-8

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100mg
¥630.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

3-?Bromo-?L-?tyrosine is a tyrosine derivative[1].

Amino acids and amino acid derivatives have been commercially used as ergogenic supplements. They influence the secretion of anabolic hormones, supply of fuel during exercise, mental performance during stress related tasks and prevent exercise induced muscle damage. They are recognized to be beneficial as ergogenic dietary substances[1].

[1]. Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144.

Chemical Properties

Cas No. 38739-13-8 SDF Download SDF
分子式 C9H10BrNO3 分子量 260.08
溶解度 H2O : 2 mg/mL (7.69 mM; Need ultrasonic); DMSO : 1.96 mg/mL (7.54 mM; ultrasonic and warming and adjust pH to 3 with HCl and heat to 60°C) 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

溶解性数据

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1 mg 5 mg 10 mg
1 mM 3.845 mL 19.2249 mL 38.4497 mL
5 mM 0.769 mL 3.845 mL 7.6899 mL
10 mM 0.3845 mL 1.9225 mL 3.845 mL
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Research Update

Preparation of 3-?Bromo-?L-?tyrosine and 3,5-dibromo-L-tyrosine

Amino Acids 2013 Feb;44(2):529-32.PMID:22836678DOI:10.1007/s00726-012-1366-z.

L-Tyrosine is converted to 3-?Bromo-?L-?tyrosine in good yield by reaction with 1.2 equiv. of DMSO in HBr/AcOH, while reaction with 2.2 equiv. of DMSO under comparable conditions results in formation of 3,5-dibromo-L-tyrosine in good yield. This is the simplest, safest and most efficient method for the preparation of gram quantities of either 3-?Bromo-?L-?tyrosine or 3,5-dibromo-L-tyrosine.

Simultaneous LC-MS/MS-Based Quantification of Free 3-Nitro-l-tyrosine, 3-Chloro-l-tyrosine, and 3-?Bromo-?L-?tyrosine in Plasma of Colorectal Cancer Patients during Early Postoperative Period

Molecules 2020 Nov 5;25(21):5158.PMID:33167555DOI:10.3390/molecules25215158.

Quantification with satisfactory specificity and sensitivity of free 3-Nitro-l-tyrosine (3-NT), 3-Chloro-l-tyrosine (3-CT), and 3-?Bromo-?L-?tyrosine (3-BT) in biological samples as potential inflammation, oxidative stress, and cancer biomarkers is analytically challenging. We aimed at developing a liquid chromatography-tandem mass spectrometry (LC-MS/MS)-based method for their simultaneous analysis without an extract purification step by solid-phase extraction. Validation of the developed method yielded the following limits of detection (LOD) and quantification (LOQ) for 3-NT, 3-BT, and 3-CT: 0.030, 0.026, 0.030 ng/mL (LODs) and 0.100, 0.096, 0.098 ng/mL (LOQs). Coefficients of variation for all metabolites and tested concentrations were <10% and accuracy was within 95-105%. Method applicability was tested on colorectal cancer patients during the perioperative period. All metabolites were significantly higher in cancer patients than healthy controls. The 3-NT was significantly lower in advanced cancer and 3-BT showed a similar tendency. Dynamics of 3-BT in the early postoperative period were affected by type of surgery and presence of surgical site infections. In conclusion, a sensitive and specific LC-MS/MS method for simultaneous quantification of free 3-NT, 3-BT, and 3-CT in human plasma has been developed.

Heterologous Biosynthesis of Myxobacterial Antibiotic Miuraenamide A

Molecules 2023 Mar 20;28(6):2815.PMID:36985787DOI:10.3390/molecules28062815.

The hard-to-culture slightly halophilic myxobacterium "Paraliomyxa miuraensis" SMH-27-4 produces antifungal cyclodepsipeptide miuraenamide A (1). Herein, the region (85.9 kbp) containing the biosynthetic gene cluster (BGC) coding the assembly of 1 was identified and heterologously expressed in Myxococcus xanthus. A biosynthetic pathway proposed using in silico analysis was verified through the gene disruption of the heterologous transformant. In addition to the core polyketide synthase (PKS) and nonribosomal peptide synthase (NRPS) genes, tyrosine halogenase and O-methyltransferase genes participated in the biosynthesis of 1 as their gene-disrupted mutants produced a new congener, debromomiuraenamide A (4), and a previously isolated congener, miuraenamide E (3), respectively. Multigene disruption provided a heterologous mutant that produced 1 with the highest yield among the prepared mutants. When fed on 3-?Bromo-?L-?tyrosine, this mutant produced more 1 in the yield of 1.21 mg/L, which was 20 times higher than that produced by the initially prepared heterologous transformant. Although this yield was comparable to that of the original producer SMH-27-4 (1 mg/L), the culture time was 4.5 times shorter than that of SMH-27-4, indicating a five-fold efficiency in productivity. The results indicate the great potential of the miuraenamide BGC for the future contribution to drug development through logical gene manipulation.