70277-02-0

Basic information

• Product Name: 3-Iodo-L-tyrosine methyl ester
• Synonyms: L-TYROSINE, 3-IODO-, METHYL ESTER;3-IODO-L-TYROSINE METHYL ESTER;3-INDO-L-TYROSINE METHYL ESTER;3-IODO-L-TYROSINE METHYL ESTER,98%MIN;(S)-Methyl 2-aMino-3-(4-hydroxy-3-iodophenyl)propanoate
• CAS NO: 70277-02-0
• Molecular Formula: C₁₀H₁₂INO₃
• Molecular Weight: 321.11
• Product Categories: Chiral Compound
• Mol File: 70277-02-0.mol

Chemical Properties

• Boiling Point: 347.6oC at 760 mmHg
• Flash Point: 164oC
• Appearance: /
• Density: 1.751g/cm3
• Vapor Pressure: 2.65E-05mmHg at 25°C
• Refractive Index: 1.628
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 3-Iodo-L-tyrosine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Iodo-L-tyrosine methyl ester(70277-02-0)
• EPA Substance Registry System: 3-Iodo-L-tyrosine methyl ester(70277-02-0)

Safety Data

• Hazardous Substances Data: 70277-02-0(Hazardous Substances Data)

Usage

Uses

Used in Medical and Biochemical Research:
3-Iodo-L-tyrosine methyl ester is used as a research compound for studying thyroid function, given iodine's role in this area.
Used in Pharmacology:
3-Iodo-L-tyrosine methyl ester is used as a precursor in the synthesis of sophisticated biologically active molecules, contributing to the development of new pharmaceuticals.

InChI:InChI=1/C10H12INO3/c1-15-10(14)8(12)5-6-2-3-9(13)7(11)4-6/h2-4,8,13H,5,12H2,1H3/t8-/m0/s1

Upstream product

• 1080-06-4 L-Tyr-OMe 
• 67-56-1 methanol 
• 70-78-0 3-Iodo-L-tyrosine 

Downstream Products

• 79677-60-4 (S)-N-benzyloxycarbonyl-3-(4-hydroxy-3-iodophenyl)alanine methyl ester 
• 339220-96-1 (2S,3R)-2-[3-(4-Benzyloxy-phenyl)-propyl]-3-[(S)-2-(4-hydroxy-3-iodo-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl ester 
• 1364705-39-4 (S)-methyl 3-(4-(benzyloxy)-3-iodophenyl)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate 
• 1373311-90-0 N-tert-butoxycarbonyl-L-3-iodotyrosyl-L-3-iodotyrosine methyl ester 

Relevant articles and documents

Initial Analysis of the Arylomycin D Antibiotics

The arylomycins are a class of natural product antibiotics that inhibit bacterial type I signal peptidase and are under development as therapeutics. Four classes of arylomycins are known, arylomycins A-D. Previously, we reported the synthesis and analysis of representatives of the A, B, and C classes and showed that their spectrum of activity has the potential to be much broader than originally assumed. Along with a comparison of the mechanism of acquired and innate resistance, this led us to suggest that the arylomycins are latent antibiotics, antibiotics that once possessed broad-spectrum activity, but which upon examination today, have only narrow spectrum activity due to prior selection for resistance in the course of the competition with other microorganisms that drove their evolution in the first place. Interestingly, actinocarbasin, the only identified member of the arylomycin D class, has been reported to have activity against MRSA. To confirm and understand this activity, several actinocarbasin derivatives were synthesized. We demonstrate that the previously reported structure of actinocarbasin is incorrect, identify what is likely the correct scaffold, confirm that scaffold has activity against MRSA, and determine the origin of this activity.

Synthesis of biphenyl tyrosine via cross-coupling Suzuki-Miyaura reaction using aryltrifluoroborate salts

We reported a fast and easy method for obtaining biarylic units from tyrosine derivatives via Suzuki-Miyaura cross-coupling using a variety of substituted and unsubstituted potassium aryl- and heteroaryltrifluoroborate salts. The scope of the methodology

Tyrosine-derived stimuli responsive, fluorescent amino acids

A series of fluorescent unnatural amino acids (UAAs) bearing stilbene and meta-phenylenevinylene (m-PPV) backbone have been synthesized and their optical properties were studied. These novel UAAs were derived from protected diiodo-l-tyrosine using palladi

Synthesis and characterization of the arylomycin lipoglycopeptide antibiotics and the crystallographic analysis of their complex with signal peptidase

Glycosylation of natural products, including antibiotics, often plays an important role in determining their physical properties and their biological activity, and thus their potential as drug candidates. The arylomycin class of antibiotics inhibits bacte

Syntheses of F-18 labeled fluoroalkyltyrosine derivatives and their biological evaluation in rat bearing 9L tumor

We hereby report the synthesis of four fluorine-18 labeled tyrosine derivatives, 3-(2-[18F]fluoroethyl)tyrosine ([18F]1, [18F]ortho-FET), 3-(3-[18F]fluoropropyl)tyrosine ([18F]2, [18F]ortho

Synthesis of a TMC-95A Ketomethylene Analogue by Cyclization via Intramolecular Suzuki Coupling

(Equation presented) A TMC-95A analogue extended at the C-terminus with NleΨ[COCH2]Gly-Ala-Ala-NH2 was synthesized via side-chain cyclization of the linear precursor by a Suzuki cross-coupling reaction in solution to analyze the effe

Electrophilic radioiodination of tyrosine derivatives

A comparative study on the electrophilic radioiodination of L-tyrosine, L-α-methyl tyrosine and L-tyrosine methyl ester has been carried out using chloramine-T (CAT) and iodogen as oxidizing agents to generate electrophilic radioiodine. Optimization of the radioiodination conditions has been performed resulting in high labelling yields within short reaction times at room temperature. Radiochromatograms also revealed side product impurities at longer reaction time and higher oxidizing agent concentration. Maximum yields of 93%, 90% and 78% were obtained in case of CAT, while 87%, 88% and 53% were obtained in case of iodogen for L-3-[131I] iodotyrosine, L-3-[131I] iodo-a-methyl tyrosine and L-3-[131I] iodotyrosine methyl ester respectively.