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

CAS: 71989-26-9 Cat. No.: F110978 Peso molecular: 468.54 Beilstein Registry Number: 4217767 Número EC: 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

Descripción general

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

Sinónimos

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

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488192296
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192296
• Sonrisas canónicas: 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
• Isómeros SMILES: CC(C)(C)OC(=O)NCCCC[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• WGK Alemania: 3
• Peso molecular: 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
    • Clase Fluorenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: 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
• Descripción: 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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Slightly soluble in water.
• Sensibilidad: heat sensitive
• Rotación específica [α]: -10.0 to -14.0 deg(C=1, DMF)
• Punto de fusión (°C): 124°C
• Peso molecular: 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

Referencias

1. Peng Wang, Sihan Wang, Li Chen, Wenting Wang, Baohui Wang, Yunwen Liao.  (2020)  A novel peptide-based fluorescent probe for sensitive detection of zinc (II) and its applicability in live cell imaging.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:32526399] [10.1016/j.saa.2020.118549]

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]

3. Yuqing Pan, Haijing Qu, Han Chen, Wei Cheng, Zhiran Duan, Jiaojiao Yang, Ning Wang, Jie Wu, Yanjun Wang, Chao Wang, Xiangdong Xue.  (2024)  A tumor-targeting porphyrin-micelle with enhanced STING agonist delivery and synergistic photo-/immuno- therapy for cancer treatment.  Acta Biomaterialia,      [PMID:39746530] [10.1016/j.actbio.2024.12.059]

4. Wei Cheng, Haijing Qu, Jiaojiao Yang, Han Chen, Yuqing Pan, Zhiran Duan, Xiangdong Xue.  (2025)  Hierarchically Engineered Self-Adaptive Nanoplatform Guided Intuitive and Precision Interventions for Deep-Seated Glioblastoma.  ACS Nano,      [PMID:39754309] [10.1021/acsnano.4c11006]

5. Wen Nie, Feiran Xu, Kai Zhou, Jieying Deng, Ying Wang, Baocai Xu.  (2024)  Stability and transepithelial transport of oligopeptide (KRQKYD) with hepatocyte-protective activity from Jinhua ham in human intestinal Caco-2 monolayer cells.  Food Science and Human Wellness,      [PMID:] [10.26599/FSHW.2022.9250127]

6. Wei Cheng, Jiaojiao Yang, Yuqing Pan, Haijing Qu, Zhiran Duan, Jie Wu, Han Chen, Chao Wang, Xiangdong Xue.  (2025)  Noninvasive Activation of Local and Systemic Immunity with a Sequential-Targeting Sonodynamic Nanovaccine to Treat Glioblastoma.  ACS Nano,      [PMID:40698543] [10.1021/acsnano.5c08928]