60142-89-4

Basic information

• Product Name: BOC-7-AMINO-HEPTANOIC ACID
• Synonyms: BOC-AHEPT-OH;BOC-7-AHP-OH;BOC-7-AMINO-HEPTANOIC ACID;BOC-NH-(CH2)6-COOH;7-(BOC-AMINO)ENANTHIC ACID;7-(BOC-AMINO)HEPTANOIC ACID;N-TERT-BUTYLOXYCARBONYL-7-AMINOHEPTANOIC ACID;N-T-BUTOXYCARBONYL-7-AMINOENANTHIC ACID
• CAS NO: 60142-89-4
• Molecular Formula: C₁₂H₂₃NO₄
• Molecular Weight: 245.32
• Product Categories: Unusual amino acids
• Mol File: 60142-89-4.mol
• Article Data: 17

Chemical Properties

• Melting Point: 56-60 °C
• Boiling Point: 393.1 °C at 760 mmHg
• Flash Point: 191.6 °C
• Appearance: /
• Density: 1.05g/cm3
• Vapor Pressure: 2.82E-07mmHg at 25°C
• Refractive Index: 1.464
• Storage Temp.: 2-8°C
• Solubility: soluble in Methanol
• PKA: 4.77±0.10(Predicted)
• BRN: 2050867
• CAS DataBase Reference: BOC-7-AMINO-HEPTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-7-AMINO-HEPTANOIC ACID(60142-89-4)
• EPA Substance Registry System: BOC-7-AMINO-HEPTANOIC ACID(60142-89-4)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• F: 9-21
• HazardClass: IRRITANT
• Hazardous Substances Data: 60142-89-4(Hazardous Substances Data)

Usage

Description

Boc-7-Aminoheptanoic acid can be used as a PROTAC linker in the synthesis of PROTACs and other conjugation applicaitons. Boc-7-Aminoheptanoic acid is an alkane chain with terminal carboxlic acid and Boc-protected amino groups. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond. The Boc group can be deprotected under mild acidic conditions to form the free amine.

InChI:InChI=1/C12H23NO4/c1-12(2,3)17-11(16)13-9-7-5-4-6-8-10(14)15/h4-9H2,1-3H3,(H,13,16)(H,14,15)

Upstream product

• 6627-89-0 tert-butyl phenyl carbonate 
• 929-17-9 7-aminoheptanoic acid 
• 673-66-5 7-amino-heptanoic acid lactam 
• 24608-52-4 tert-butyl chloroformate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 76806-13-8 6-chlorohexan-1-amine hydrochloride 
• 4048-33-3 6-amino-1-hexanol 
• 124-38-9 carbon dioxide 
• 69825-10-1 (6-chlorohexyl)carbamic acid tert-butyl ester 
• 116437-30-0 1-(tert-butoxycarbonyl)-1-azacyclooctan-2-one 

Downstream Products

• 757967-75-2 6-benzyloxycarbonylamino-2-[2-[2-(7-tert-butoxycarbonylamino-heptanoylamino)-3-(4-hydroxy-phenyl)-propionylamino]-3-(1H-indol-3-yl)-propionylamino]-hexanoic acid 9H-fluoren-9-ylmethyl ester 
• 911437-50-8 tert-butyl (7-oxo-7-(phenylamino)heptyl)carbamate 
• 19243-04-0 7-amino-1-heptanol 
• 176435-76-0 {(S)-1-[(R)-1-(7-Amino-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester 
• 173436-03-8 {(S)-1-[(R)-1-(7-Azido-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester 
• 173436-08-3 Toluene-4-sulfonic acid 7-[(R)-2-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-2-methyl-3-phenyl-propionylamino]-heptyl ester 
• 173436-07-2 {(S)-1-[(R)-1-(7-Hydroxy-heptylcarbamoyl)-1-methyl-2-phenyl-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester 
• 250789-29-8 N-[4-[(7-amino-1-oxoheptyl)amino]benzoyl]-L-aspartic acid 
• 1208115-82-5 C₃₄H₅₂N₆O₅ 
• 2306389-03-5 (2S,4R)-1-((S)-2-(7-aminoheptanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide 

Relevant articles and documents

Remote Amino Acid Recognition Enables Effective Hydrogen Peroxide Activation at a Manganese Oxidation Catalyst

Precise delivery of a proton plays a key role in O2 activation at iron oxygenases, enabling the crucial O?O cleavage step that generates the oxidizing high-valent metal–oxo species. Such a proton is delivered by acidic residues that may either

Vorinostat skeleton-based anthranilamide compound as well as preparation and application thereof

The invention provides a vorinostat skeleton-based anthranilamide compound as well as preparation and application of the anthranilamide compound. The structural formula of the o-aminobenzamide compound based on a vorinostat skeleton is shown in the specification, wherein n is equal to 1-6, and R is methylamino, dimethylamino, hydroxyl, NH2 or the like. The anthranilamide compound based on the vorinostat skeleton has the effect of inhibiting gastric cancer cell proliferation through MTT method determination, and can be used for preparing anti-gastric cancer drugs.

Selective Pseudo-irreversible Butyrylcholinesterase Inhibitors Transferring Antioxidant Moieties to the Enzyme Show Pronounced Neuroprotective Efficacy in Vitro and in Vivo in an Alzheimer's Disease Mouse Model

A series of multitarget-directed ligands (MTDLs) was designed by functionalizing a pseudo-irreversible butyrylcholinesterase (BChE) inhibitor. The obtained hybrids were investigated in vitro regarding their hBChE and hAChE inhibition, their enzyme kinetics, and their antioxidant physicochemical properties (DPPH, ORAC, metal chelating). In addition, in vitro assays were applied to investigate antioxidant effects using murine hippocampal HT22 cells and immunomodulatory effects on the murine microglial N9 cell line. The MTDLs retained their antioxidative properties compared to the parent antioxidant-moieties in vitro and the inhibition of hBChE was maintained in the submicromolar range. Representative compounds were tested in a pharmacological Alzheimer's disease (AD) mouse model and demonstrated very high efficacy at doses as low as 0.1 mg/kg. The most promising compound was also tested in BChE-/- mice and showed reduced efficacy. In vivo neuroprotection by BChE inhibition can be effectively enhanced by incorporation of structurally diverse antioxidant moieties.