Fmoc-Asp(OtBu)-OH - ≥98% , CAS No.71989-14-5

CAS: 71989-14-5 Cat. No.: F116773 Molecular Weight: 411.45 Beilstein Registry Number: 3635671 EC Number: 276-251-7

GRADE & PURITY ≥98%

Synonyms

N-9-Fluorenylmethyloxycarbonyl-L-aspartic acid beta-t-butyl ester | (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid | (s)-2-(((9h-fluoren-9-yl)methoxy)carbonylamino)-4-tert-butoxy-4-oxobutanoic acid | AKOS015924105 | F

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

N-9-Fluorenylmethyloxycarbonyl-L-aspartic acid beta-t-butyl ester | (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid | (s)-2-(((9h-fluoren-9-yl)methoxy)carbonylamino)-4-tert-butoxy-4-oxobutanoic acid | AKOS015924105 | F

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: 504760909
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504760909
• Canonical Smiles: CC(C)(C)OC(=O)CC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• IUPAC Name: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid
• InChIKey: FODJWPHPWBKDON-IBGZPJMESA-N
• INCHI: 1S/C23H25NO6/c1-23(2,3)30-20(25)12-19(21(26)27)24-22(28)29-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,24,28)(H,26,27)/t19-/m0/s1
• Isomeric SMILES: CC(C)(C)OC(=O)C[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• WGK Germany: 3
• Molecular Weight: 411.45
• Beilstein: 3635671
• Reaxy-Rn: 8165223
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8165223&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Aspartic acid and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Aspartic acid and derivatives
• Alternative Parents: Fluorenes Fatty acid esters Dicarboxylic acids and derivatives Carbamate esters Organic carbonic acids and derivatives Carboxylic acid esters Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Aspartic acid or derivatives - Fluorene - Fatty acid ester - Dicarboxylic acid or derivatives - Fatty acyl - Benzenoid - Carbamic acid ester - Carboxylic acid ester - Carbonic acid derivative - Carboxylic acid - Carbonyl group - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aspartic acid and derivatives. These are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Slightly soluble in water.
• Specific Rotation[α]: -25 ° (C=1, DMF)
• Melt Point(°C): 147-151°C
• Molecular Weight: 411.400 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 411.168 Da
• Monoisotopic Mass: 411.168 Da
• Topological Polar Surface Area: 102.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 620.000
• 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

1. 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]

2. 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]

3. 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]

4. Hongliu Xie, Fang Lin, Fei Shi, Elaine Johnstone, Yaqi Wang, Yang An, Jun Su, Jiayin Liu, Qinghai Dong, Jihua Liu.  (2024)  Synthesis, biological evaluation and mechanism study based on network pharmacology of amino acids esters of 20(S)-protopanaxadiol as novel anticancer agents.  FITOTERAPIA,      [PMID:39537112] [10.1016/j.fitote.2024.106274]