Biotinyl Tyramide - 10mM in DMSO , CAS No.41994-02-9

CAS: 41994-02-9 Cat. No.: B423898 Molecular Weight: 363.47

GRADE & PURITY 10mM in DMSO

Synonyms

(3aS,4S,6aR)-Hexahydro-N-[2-(4-hydroxyphenyl)ethyl]-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide；Biotin-tyramide；Biotin-Phenol；Biotin Phenol；N-(4-hydroxyphenethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Specifications

Synonyms

(3aS, 4S, 6aR)-Hexahydro-N-[2-(4-hydroxyphenyl)ethyl]-2-oxo-1H-thieno[3, 4-d]imidazole-4-pentanamide；Biotin-tyramide；Biotin-Phenol；Biotin Phenol；N-(4-hydroxyphenethyl)-5-((3aS, 4S, 6aR)-2-oxohexahydro-1H-thieno[3, 4-d]imidazol-4-yl)pentanamide

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Reagent widely used for signal amplification in IHC and fluorescentin situhybridization (ISH). HRP catalyzes localized deposition of multiple biotinyl tyramide molecules (catalyzed reporter deposition, CARD), which can be detected using a labeled streptav

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: C1C2C(C(S1)CCCCC(=O)NCCC3=CC=C(C=C3)O)NC(=O)N2
• IUPAC Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-(4-hydroxyphenyl)ethyl]pentanamide
• InChIKey: VZWXNOBHWODXCW-ZOBUZTSGSA-N
• INCHI: 1S/C18H25N3O3S/c22-13-7-5-12(6-8-13)9-10-19-16(23)4-2-1-3-15-17-14(11-25-15)20-18(24)21-17/h5-8,14-15,17,22H,1-4,9-11H2,(H,19,23)(H2,20,21,24)/t14-,15-,17-/m0/s1
• Isomeric SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCC3=CC=C(C=C3)O)NC(=O)N2
• Molecular Weight: 363.47
• Reaxy-Rn: 41638756
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=41638756&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Biotin and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Biotin and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Biotin and derivatives
• Alternative Parents: Thienoimidazolidines 1-hydroxy-2-unsubstituted benzenoids N-acyl amines Imidazolidinones Benzene and substituted derivatives Thiophenes Thiolanes Ureas Secondary carboxylic acid amides Dialkylthioethers Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Biotin_derivative - Thienoimidazolidine - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Fatty amide - Imidazolidinone - N-acyl-amine - Benzenoid - Fatty acyl - Thiophene - Thiolane - Imidazolidine - Carboxamide group - Urea - Secondary carboxylic acid amide - Thioether - Azacycle - Dialkylthioether - Carboxylic acid derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Organic oxygen compound - Organic oxide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as biotin and derivatives. These are organic compounds containing a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene 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

Chemical and Physical Properties

• Melt Point(°C): 188-192 °C
• Molecular Weight: 363.500 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 363.162 Da
• Monoisotopic Mass: 363.162 Da
• Topological Polar Surface Area: 116.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 468.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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. Feng Xuezhao, Sun Daxiao, Li Yanchang, Zhang Jinpei, Liu Shiyu, Zhang Dachuan, Zheng Jingxiang, Xi Qing, Liang Haisha, Zhao Wenkang, Li Ying, Xu Mengbo, He Jiayu, Liu Tong, Hasim Ayshamgul, Ma Meisheng, Xu Ping, Mi Na.  (2023)  Local membrane source gathering by p62 body drives autophagosome formation.  Nature Communications,  14  (1): (1-14).  [PMID:37957156] [10.1038/s41467-023-42829-8]

2. Lu-ning Qin, Ting Wu, Xue-ting Zhen, Yun-long Zhao, Jie-shi Zhou, Shan-bin Cheng, Kai-wen Wang, Shuai Qiao, Ding-zhi Huang, Heng Zhang, Tao Sun.  (2025)  Extrachromosomal DNA biogenesis is dependent on DNA looping and religation by YY1-Lig3-PARylation complex.  MOLECULAR CELL,      [PMID:40769147] [10.1016/j.molcel.2025.07.007]

3. He Hua, Ma Chong, Wei Wei, Wang Haonan, Lai Yutian, Liu Ming, Sun Shenfei, Ma Qing, Lai Jiashuang, Liu Hanxiang, Liu Hanmin, Sun Fei, Lin Xinhua.  (2025)  Heparan sulfate regulates myofibroblast heterogeneity and function to mediate niche homeostasis during alveolar morphogenesis.  Nature Communications,  16  (1): (1-17).  [PMID:39979343] [10.1038/s41467-025-57163-4]

4. Yang Dian, Liu Yichao, Hong Yueshun, Miao Enming, Wang Peng, Sun Yuming, Zhou Lina, Liu Shuyan, Zhang Yingqiu, Qin Hongqiang, Ye Mingliang, Liu Han.  (2026)  Proximity proteomics reveals OTUD6B regulation of stress granule dynamics through coalescence with VCP/p97.  Cell Death & Disease,      [PMID:41651815] [10.1038/s41419-026-08451-4]