Fmoc-Arg(Pbf)-OH - ≥98% , CAS No.154445-77-9

CAS: 154445-77-9 Cat. No.: F110975 Peso molecular: 648.77 Beilstein Registry Number: 8302670 Número EC: 604-954-4

GRADE & PURITY ≥98%

Synonyms

Fmoc-Arg(Pbf)-OH, >=98.0% (HPLC) | Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nomega-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine | (r)-(-)-2-pyrrolidine methanol | N-alpha-Fmoc-N'-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-argin

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Fmoc-Arg(Pbf)-OH is a Fmoc-protected amino acid derivative that can be used to create arginine-containing peptides. The 2,2,4,6,7-pentamethyIdlhydrobenzofuran-5-sulfonyl group (Pbf) can be easily cleaved by trifluoroacetic acid (TFA).

Specifications

Sinónimos

Fmoc-Arg(Pbf)-OH, >=98.0% (HPLC) | Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Nomega-(2, 2, 4, 6, 7-pentamethyldihydrobenzofuran-5-sulfonyl)-L-arginine | (r)-(-)-2-pyrrolidine methanol | N-alpha-Fmoc-N'-2, 2, 4, 6, 7-pentamethyldihydrobenzofuran-5-sulfonyl-L-argin

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

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: 504766327
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504766327
• Sonrisas canónicas: CC1=C(C(=C(C2=C1OC(C2)(C)C)C)S(=O)(=O)NC(=NCCCC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)N)C
• IUPAC Name: (2S)-5-[[amino-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
• InChIKey: HNICLNKVURBTKV-NDEPHWFRSA-N
• INCHI: 1S/C34H40N4O7S/c1-19-20(2)30(21(3)26-17-34(4,5)45-29(19)26)46(42,43)38-32(35)36-16-10-15-28(31(39)40)37-33(41)44-18-27-24-13-8-6-11-22(24)23-12-7-9-14-25(23)27/h6-9,11-14,27-28H,10,15-18H2,1-5H3,(H,37,41)(H,39,40)(H3,35,36,38)/t28-/m0/s1
• Isómeros SMILES: CC1=C(C(=C(C2=C1OC(C2)(C)C)C)S(=O)(=O)NC(=NCCC[C@@H](C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)N)C
• WGK Alemania: 1
• Peso molecular: 648.77
• Beilstein: 8302670
• Reaxy-Rn: 39422149
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=39422149&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 Coumarans Alkyl aryl ethers Organosulfonic acids and derivatives Aminosulfonyl compounds Carbamate esters Guanidines Propargyl-type 1,3-dipolar organic compounds Oxacyclic compounds Monocarboxylic acids and derivatives Carboxylic acids Carboximidamides Carbonyl compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Fluorene - Alpha-amino acid or derivatives - Coumaran - Alkyl aryl ether - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - Carbamic acid ester - Aminosulfonyl compound - Guanidine - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Carboxylic acid derivative - Oxacycle - Organoheterocyclic compound - Organic 1,3-dipolar compound - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Organic oxide - Organonitrogen compound - Organooxygen compound - Organopnictogen compound - Organosulfur compound - Organic nitrogen compound - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Aromatic heteropolycyclic 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

Propiedades químicas y físicas

• Solubilidad: Soluble in dimethylformamide
• Sensibilidad: heat sensitive
• Rotación específica [α]: -4.5 to -6.5 deg(C=1、DMF)
• Punto de fusión (°C): 132°C
• Peso molecular: 648.800 g/mol
• XLogP3: 5.100
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 648.262 Da
• Monoisotopic Mass: 648.262 Da
• Topological Polar Surface Area: 178.000 Ų
• Heavy Atom Count: 46
• Formal Charge: 0
• Complexity: 1210.000
• 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. Shan Li, Haifeng Wu, Yuanxi Liu, Baoli Zhang, Shichao Xu, Zhen-Gang Wang.  (2023)  Oxidase-Mimetic Nanocatalyst Based on Geometry-Dependent Biomolecular Self-Assembly.  CHEMISTRY OF MATERIALS,      [PMID:] [10.1021/acs.chemmater.3c02028]

2. 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]

3. 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]

4. Shichao Xu, Haifeng Wu, Yuanxi Liu, Zhen-Gang Wang.  (2024)  Self-Assembled G-fold DNA/Amino Acid Amphiphiles-Based Oxidase-Mimetic Materials Exhibiting Drug-Degrading and Photoswitchable Capabilities.  CHEMISTRY OF MATERIALS,      [PMID:] [10.1021/acs.chemmater.3c03281]

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]

7. 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]