478183-68-5

Basic information

• Product Name: BOC-3-IODO-D-TYR-OH
• Synonyms: N-ALPHA-BUTOXYCARBONYL-3-IODO-D-TYROSINE;BOC-D-TYR(3-I)-OH;BOC-D-3-IODOTYROSINE;BOC-3-IODO-D-TYR-OH;BOC-3-IODO-D-TYROSINE;(R)-2-(tert-butoxycarbonylamino)-3-(4-hydroxy-3-iodophenyl)propanoic acid;(Tert-Butoxy)Carbonyl D-Tyr(3-I)-OH
• CAS NO: 478183-68-5
• Molecular Formula: C14H18INO5
• Molecular Weight: 407.2
• Product Categories: Amino Acid Derivatives
• Mol File: 478183-68-5.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• Storage Temp.: Store at 0-5°C
• CAS DataBase Reference: BOC-3-IODO-D-TYR-OH(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-3-IODO-D-TYR-OH(478183-68-5)
• EPA Substance Registry System: BOC-3-IODO-D-TYR-OH(478183-68-5)

Safety Data

• Hazardous Substances Data: 478183-68-5(Hazardous Substances Data)

Usage

General Description

BOC-3-IODO-D-TYR-OH is a chemical compound with the molecular formula C16H22I2N2O4. It is commonly used as a building block in the synthesis of peptides and pharmaceuticals. BOC-3-IODO-D-TYR-OH contains a protected amino acid, which means the hydroxyl group and the alpha-amino group are both protected with a tert-butoxycarbonyl (BOC) group. The addition of the 3-iodo group makes this compound useful for introducing radioiodine into peptides for imaging or therapy purposes. BOC-3-IODO-D-TYR-OH is considered a versatile intermediate in organic synthesis and plays a critical role in the development of various bioactive molecules.

Upstream product

• 119336-08-2 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 70-78-0 3-Iodo-L-tyrosine 
• 3978-80-1 Boc-Tyr-OH 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 79677-58-0 2-amino-3-(3-iodo-4-hydroxyphenyl)propionic acid methyl ester hydrochloride 
• 60-18-4 L-tyrosine 
• 25799-58-0 (R)-2-amino-3-(4-hydroxy-3-iodophenyl)propanoic acid 
• 556-02-5 tyrosine 

Downstream Products

• 292836-01-2 Ethyl 5-{(2S)-3-(Benzyloxy)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl}-2-hydroxybenzoate 
• 292836-02-3 Ethyl 5-{(2S)-3-(Benzyloxy)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl}-2-(2-ethoxy-2-oxoethoxy)benzoate 
• 268741-98-6 (2S)-2-tert-butoxycarbonylamino-3-(4-hydroxy-3-iodo-phenyl)-propionic acid benzyl ester 
• 160531-32-8 (R)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)-3-iodophenyl)propanoic acid 
• 122886-21-9 (R)-methyl 3-(4-((tert-butyldimethylsilyl)oxy)-3-iodophenyl)-2-(methylamino)propanoate 
• 333354-23-7 (R)-2-[(2-tert-Butoxycarbonylamino-acetyl)-methyl-amino]-3-(3-iodo-4-triisopropylsilanyloxy-phenyl)-propionic acid methyl ester 
• 333354-37-3 (R)-2-[(2-tert-Butoxycarbonylamino-acetyl)-methyl-amino]-3-(3-iodo-4-triisopropylsilanyloxy-phenyl)-propionic acid 
• 333354-24-8 (2S,4S,6R,7S,9S)-9-[(R)-2-[(2-tert-Butoxycarbonylamino-acetyl)-methyl-amino]-3-(3-iodo-4-triisopropylsilanyloxy-phenyl)-propionyloxy]-7-(tert-butyl-dimethyl-silanyloxy)-2,4,6,10-tetramethyl-undecanoic acid tert-butyl ester 
• 333354-25-9 (3R,9S,11S,13R,14S,16S)-14-Hydroxy-3-(3-iodo-4-triisopropylsilanyloxy-benzyl)-16-isopropyl-4,9,11,13-tetramethyl-1-oxa-4,7-diaza-cyclohexadecane-2,5,8-trione 

Relevant articles and documents

Genetic incorporation of a metal-chelating amino acid as a probe for protein electron transfer

ET encounters jellyfish: Through the incorporation of the metal-chelating amino acid pyTyr into green fluorescent protein (GFP) from jellyfish, photoinduced electron transfer (ET) from the GFP chromophore to a bound Cu II ion was shown to occur within one nanosecond in a distance-dependent manner. The crystal structure of GFP with pyTyr at a specific position shows the structural basis for the nanomolar binding affinity of pyTyr to CuII ions. Copyright

Total Synthesis and Bioactivity Mapping of Geodiamolide H

The first total synthesis of the actin-stabilizing marine natural product geodiamolide H was achieved. Solid-phase based peptide assembly paired with scalable stereoselective syntheses of polyketide building blocks and an optimized esterification set the

Structure-Activity Relationships of cyclo(l -Tyrosyl- l -tyrosine) Derivatives Binding to Mycobacterium tuberculosis CYP121: Iodinated Analogues Promote Shift to High-Spin Adduct

A series of analogues of cyclo(l-tyrosyl-l-tyrosine), the substrate of the Mycobacterium tuberculosis enzyme CYP121, have been synthesized and analyzed by UV-vis and electron paramagnetic resonance spectroscopy and by X-ray crystallography. The introduction of iodine substituents onto cyclo(l-tyrosyl-l-tyrosine) results in sub-μM binding affinity for the CYP121 enzyme and a complete shift to the high-spin state of the heme FeIII. The introduction of halogens that are able to interact with heme groups is thus a feasible approach to the development of next-generation, tight binding inhibitors of the CYP121 enzyme, in the search for novel antitubercular compounds.