Fmoc-Lys(Boc)-OH - ≥98% , CAS No.71989-26-9

CAS: 71989-26-9 Cat. No.: F110978 Molecular Weight: 468.54 Beilstein Registry Number: 4217767 EC Number: 276-256-4

GRADE & PURITY ≥98%

Synonyms

STL466199 | B3072 | Fmoc-Lys(Boc)-OH | AS-14176 | N-1-Fmoc-N-5-t-boc-l-lysine | HY-79128 | N6-Boc-N2-Fmoc-L-lysine | (S)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-6-((tert-butoxycarbonyl)aMino)hexanoic acid; | AKOS015892735 | N~6~-(tert-butoxycarbonyl

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Fmoc-Lys(Boc)-OH can be used for:
The solid-phase synthesis of pentasubstituted dihydroimidazolylbutyl dihydroimidazol-3-ium salts by coupling with p-methylbenzhydrylamine (MBHA) resin.
Fmoc-based peptide synthesis of bis-naphthalene diimide, a threading intercalator.
Synthesis of ε-Boc-ε-(3,5-bis-trifluoromethyl-benzyl)-α-Fmoc-L-Lysine to be used as 19F NMR based screening tool.

Specifications

Synonyms

STL466199 | B3072 | Fmoc-Lys(Boc)-OH | AS-14176 | N-1-Fmoc-N-5-t-boc-l-lysine | HY-79128 | N6-Boc-N2-Fmoc-L-lysine | (S)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)-6-((tert-butoxycarbonyl)aMino)hexanoic acid; | AKOS015892735 | N~6~-(tert-butoxycarbonyl

Specifications & Purity

≥98%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488192296
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192296
• Canonical Smiles: CC(C)(C)OC(=O)NCCCCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• IUPAC Name: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-6-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
• InChIKey: UMRUUWFGLGNQLI-QFIPXVFZSA-N
• INCHI: 1S/C26H32N2O6/c1-26(2,3)34-24(31)27-15-9-8-14-22(23(29)30)28-25(32)33-16-21-19-12-6-4-10-17(19)18-11-5-7-13-20(18)21/h4-7,10-13,21-22H,8-9,14-16H2,1-3H3,(H,27,31)(H,28,32)(H,29,30)/t22-/m0/s1
• Isomeric SMILES: CC(C)(C)OC(=O)NCCCC[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• WGK Germany: 3
• Molecular Weight: 468.54
• Beilstein: 4217767
• Reaxy-Rn: 7697021
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7697021&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Fluorenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Fluorenes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Fluorenes
• Alternative Parents: Alpha amino acids and derivatives Medium-chain fatty acids Branched fatty acids Amino fatty acids Carbamate esters Organic carbonic acids and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Fluorene - Alpha-amino acid or derivatives - Medium-chain fatty acid - Amino fatty acid - Branched fatty acid - Fatty acyl - Fatty acid - Carbamic acid ester - Carbonic acid derivative - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as fluorenes. These are compounds containing a fluorene moiety, which consists of two benzene rings connected through either a cyclopentane, cyclopentene, or cyclopenta-1,3-diene.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Slightly soluble in water.
• Sensitivity: heat sensitive
• Specific Rotation[α]: -10.0 to -14.0 deg(C=1, DMF)
• Melt Point(°C): 124°C
• Molecular Weight: 468.500 g/mol
• XLogP3: 4.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 468.226 Da
• Monoisotopic Mass: 468.226 Da
• Topological Polar Surface Area: 114.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 684.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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2. Hongmei Yang, Miao Wang, Yihe Huang, Qiaoyu Qiao, Chunjie Zhao, Min Zhao.  (2019)  In vitro and in vivo evaluation of a novel mitomycin nanomicelle delivery system.  RSC Advances,  9  (26): (14708-14717).  [PMID:35516345] [10.1039/C9RA02660F]

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