Boc-Trp-OH - ≥98% , CAS No.13139-14-5

CAS: 13139-14-5 Cat. No.: B111757 Summenformel: C₁₆H₂₀N₂O₄ Molekulargewicht: 304.34 Beilstein Registry Number: 39677 EG-Nummer: 236-072-7

GRADE & PURITY ≥98%

Synonyms

AS-12736 | Boc-trytophan | CHEBI:183830 | tert-Butoxycarbonyltryptophan | L-Tryptophan, N-((1,1-dimethylethoxy)carbonyl)- | Nalpha-t-butoxycarbonyl-L-tryptophan | N-(tert-Butoxycarbonyl)-L-tryptophan | 2-(2-Fluorophenoxy)acetic | BOC-L-TRYPTOPHANE | EINEC

Storage

Room temperature,Argon charged

Shipped In

Normal

Specifications

Synonyme

AS-12736 | Boc-trytophan | CHEBI:183830 | tert-Butoxycarbonyltryptophan | L-Tryptophan, N-((1,1-dimethylethoxy)carbonyl)- | Nalpha-t-butoxycarbonyl-L-tryptophan | N-(tert-Butoxycarbonyl)-L-tryptophan | 2-(2-Fluorophenoxy)acetic | BOC-L-TRYPTOPHANE | EINEC

Spezifikationen & Reinheit

≥98%

Storage

Room temperature,Argon charged

Verschickt in

Normal

Reinheit

≥98%

Namen und Kennungen

• Pubchem Sid: 488186159
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488186159
• Kanonisches Lächeln: CC(C)(C)OC(=O)NC(CC1=CNC2=CC=CC=C21)C(=O)O
• IUPAC Name: (2S)-3-(1H-indol-3-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• InChIKey: NFVNYBJCJGKVQK-ZDUSSCGKSA-N
• INCHI: 1S/C16H20N2O4/c1-16(2,3)22-15(21)18-13(14(19)20)8-10-9-17-12-7-5-4-6-11(10)12/h4-7,9,13,17H,8H2,1-3H3,(H,18,21)(H,19,20)/t13-/m0/s1
• Isomere SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CNC2=CC=CC=C21)C(=O)O
• WGK Deutschland: 3
• Molekulargewicht: 304.34
• Beilstein: 39677
• Reaxy-Rn: 493747
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=493747&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Klasse Indoles and derivatives
      • Subclass Indolyl carboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Indoles and derivatives
• Subclass: Indolyl carboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indolyl carboxylic acids and derivatives
• Alternative Parents: Alpha amino acids and derivatives 3-alkylindoles Substituted pyrroles Benzenoids Heteroaromatic compounds Carbamate esters Organic carbonic acids and derivatives Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolyl carboxylic acid derivative - Alpha-amino acid or derivatives - 3-alkylindole - Indole - Substituted pyrrole - Benzenoid - Pyrrole - Carbamic acid ester - Heteroaromatic compound - Carbonic acid derivative - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Azacycle - Organic oxide - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Carbonyl group - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
• 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

Zugehörige Ziele (menschlich)

MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)

Discover Target: MMP3

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

IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)

Discover Target: IDO1

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

POLK Tbio DNA polymerase kappa (8653 Activities)

Discover Target: POLK

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

Zugehörige Ziele (nicht menschlich)

Klebsiella pneumoniae (43867 Activities)

Explore this target

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

Escherichia coli (133304 Activities)

Explore this target

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

Staphylococcus (1598 Activities)

Explore this target

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

Aspergillus flavus (8875 Activities)

Explore this target

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

Aspergillus niger (16508 Activities)

Explore this target

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

Fusarium oxysporum (3998 Activities)

Explore this target

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

Xanthomonas oryzae (286 Activities)

Explore this target

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

Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Empfindlichkeit: Air sensitive; Light sensitive
• Spezifische Drehung [α]: -17.5 ° (C=2, DMF)
• Flammpunkt (°F): 132.8 °F
• Flammpunkt (°C): 56 °C
• Schmelzpunkt (°C): 134-138°C
• Molekulargewicht: 304.340 g/mol
• XLogP3: 2.000
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 304.142 Da
• Monoisotopic Mass: 304.142 Da
• Topological Polar Surface Area: 91.400 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 419.000
• 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

Referenzen

1. Zhanpeng Ren, Jianying Wang, Chenglong Xue, Minghua Deng, Haiyang Yu, Tianci Lin, Jiayuan Zheng, Rongxiang He, Xianbao Wang, Jinhua Li.  (2023)  Ultrahighly Sensitive and Selective Glutathione Sensor Based on Carbon Dot-Functionalized Solution-Gate Graphene Transistor.  ANALYTICAL CHEMISTRY,      [PMID:37971943] [10.1021/acs.analchem.3c03656]

2. Yufeng Shi, Yingying Li, Nan Wu, Yudan Wang, Lijia Liu, Yawen Liu, Xuan Yuan, Junqing Li.  (2025)  Preparation and Characterization of pH-Responsive Microspheres Based on Sodium Alginate and Polyether Amine: Loading and Release of Tryptophan-Derived Cationic Antimicrobials.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.4c04050]

3. Yanyao Wang, Chengcheng Zhao, Taohong He, Weipeng Zhao, Annela M. Seddon, Dave J. Adams, Honghui Yang.  (2025)  N-Terminal Hydrogen Bonding Initiates Morphology Transition from Flat to Twisted Ribbon in an Amphiphilic Dipeptide Gel.  BIOMACROMOLECULES,      [PMID:41102987] [10.1021/acs.biomac.5c01528]