Fmoc-Asn-OH - ≥98% , CAS No.71989-16-7

CAS: 71989-16-7 Cat. No.: F113136 Molecular Weight: 354.36 Beilstein Registry Number: 4335103 EC Number: 276-252-2

GRADE & PURITY ≥98%

Synonyms

(2S)-4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acid | (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-amino-4-oxobutanoic acid | N-alpha-Fmoc-L-asparagine | Nalpha-Fmoc-L-asparagine | DTXSID80222268 | M03351 | L-Asparagine, N(2)-[(

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

(2S)-4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acid | (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-amino-4-oxobutanoic acid | N-alpha-Fmoc-L-asparagine | Nalpha-Fmoc-L-asparagine | DTXSID80222268 | M03351 | L-Asparagine, N(2)-[(

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488192309
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192309
• Canonical Smiles: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC(=O)N)C(=O)O
• IUPAC Name: (2S)-4-amino-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxobutanoic acid
• InChIKey: YUGBZNJSGOBFOV-INIZCTEOSA-N
• INCHI: 1S/C19H18N2O5/c20-17(22)9-16(18(23)24)21-19(25)26-10-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15-16H,9-10H2,(H2,20,22)(H,21,25)(H,23,24)/t16-/m0/s1
• Isomeric SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CC(=O)N)C(=O)O
• WGK Germany: 3
• Molecular Weight: 354.36
• Beilstein: 4335103
• Reaxy-Rn: 10288846
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10288846&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 Asparagine 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: Asparagine and derivatives
• Alternative Parents: Fluorenes Fatty amides Carbamate esters Primary carboxylic acid amides 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: Asparagine or derivatives - Fluorene - Fatty amide - Benzenoid - Fatty acyl - Carbamic acid ester - Carboxamide group - Primary carboxylic acid amide - Carbonic acid derivative - Monocarboxylic acid or derivatives - Carboxylic acid - Hydrocarbon derivative - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as asparagine and derivatives. These are compounds containing asparagine or a derivative thereof resulting from reaction of asparagine 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

Associated Targets(Human)

PSMB2 Tclin Proteasome Macropain subunit (1025 Activities)

Discover Target: PSMB2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PSMB5 Tclin Proteasome Macropain subunit MB1 (2451 Activities)

Discover Target: PSMB5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: -13 ° (C=1, DMF)
• Melt Point(°C): 185-190°C
• Molecular Weight: 354.400 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 354.122 Da
• Monoisotopic Mass: 354.122 Da
• Topological Polar Surface Area: 119.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 530.000
• 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. Xianlin Xu, Guodong Zhao, Hang Wang, Xiaojie Li, Xi Feng, Bowen Cheng, Lei Shi, Weimin Kang, Xupin Zhuang, Yan Yin.  (2018)  Bio-inspired amino-acid-functionalized cellulose whiskers incorporated into sulfonated polysulfone for proton exchange membrane.  JOURNAL OF POWER SOURCES,      [PMID:] [10.1016/j.jpowsour.2018.11.003]

2. Yimeng Zhang, Shangyang Li, Mingfang Ma, Minmin Yang, Yajie Wang, Aiyou Hao, Pengyao Xing.  (2016)  Tuning of gel morphology with supramolecular chirality amplification using a solvent strategy based on an Fmoc-amino acid building block.  NEW JOURNAL OF CHEMISTRY,  40  (6): (5568-5576).  [PMID:] [10.1039/C6NJ00092D]