Fmoc-Tyr(tBu)-OH - ≥98% , CAS No.71989-38-3

CAS: 71989-38-3 Cat. No.: F116803 Peso molecular: 459.53 Beilstein Registry Number: 4216652 Número EC: 276-262-7

GRADE & PURITY ≥98%

Synonyms

Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-tert-butyl-L-tyrosine | O-tert-Butyl-Nα-Fmoc-L-tyrosine | Nα-Fmoc-O-tert-butyl-L-tyrosine | Fmoc-Tyr(tBu)-OH

Storage

Store at 2-8°C

Shipped In

Wet ice

Descripción general

Fmoc-Tyr(tBu)-OH also known as Fmoc-O-tert-butyl-L-tyrosine, is commonly used in Fmoc solid phase peptide synthesis.
Application
Fmoc-Tyr(tBu)-OH can be used to synthesize Leu-EnkephalinAmide via solid phase synthesis in water. Additionally, it can be used to synthesize amino acid derivatives such as Fmoc-Tyr-OAllyl.

Specifications

Sinónimos

Nα-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-tert-butyl-L-tyrosine | O-tert-Butyl-Nα-Fmoc-L-tyrosine | Nα-Fmoc-O-tert-butyl-L-tyrosine | Fmoc-Tyr(tBu)-OH

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: 504765694
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765694
• Sonrisas canónicas: CC(C)(C)OC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• IUPAC Name: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[4-[(2-methylpropan-2-yl)oxy]phenyl]propanoic acid
• InChIKey: JAUKCFULLJFBFN-VWLOTQADSA-N
• INCHI: 1S/C28H29NO5/c1-28(2,3)34-19-14-12-18(13-15-19)16-25(26(30)31)29-27(32)33-17-24-22-10-6-4-8-20(22)21-9-5-7-11-23(21)24/h4-15,24-25H,16-17H2,1-3H3,(H,29,32)(H,30,31)/t25-/m0/s1
• Isómeros SMILES: CC(C)(C)OC1=CC=C(C=C1)C[C@@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• WGK Alemania: 3
• Peso molecular: 459.53
• Beilstein: 4216652
• Reaxy-Rn: 8123057
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8123057&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Phenylalanine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Phenylalanine and derivatives
• Alternative Parents: Fluorenes Phenylpropanoic acids Amphetamines and derivatives Phenoxy compounds Phenol ethers Alkyl aryl ethers Carbamate esters Monocarboxylic acids and derivatives Carboxylic acids Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Phenylalanine or derivatives - Fluorene - 3-phenylpropanoic-acid - Amphetamine or derivatives - Phenoxy compound - Phenol ether - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Carbamic acid ester - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - Aromatic homopolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as phenylalanine and derivatives. These are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• 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: Solubility in N,N-DMF almost transparency
• Sensibilidad: Heat Sensitive
• Rotación específica [α]: -30 ° (C=1, DMF)
• Punto de fusión (°C): 153-156°C
• Peso molecular: 459.500 g/mol
• XLogP3: 5.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 459.205 Da
• Monoisotopic Mass: 459.205 Da
• Topological Polar Surface Area: 84.900 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 673.000
• 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. 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]

2. 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]

3. 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]

4. Xiao Mengzhu, Wu Yujia, Li Wanzhen, Wang Jun, Zhang Weiwei, Gui Lin, Ge Fei.  (2025)  Synthesis of ZIF-8 Coated MnO2 Functionalized Antibacterial Peptide Nanoparticles and Its Antibacterial and Wound-Healing Promotion Studies.  CURRENT MICROBIOLOGY,  82  (9): (1-14).  [PMID:40715821] [10.1007/s00284-025-04378-9]