Biotin-PEG4-azide - ≥98% , CAS No.1309649-57-7

CAS: 1309649-57-7 Cat. No.: B595450 Molecular Weight: 488.6

GRADE & PURITY ≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Biotin-PEG4-azide is PEG derivative containing a biotin group and an azide group. The azide group can react with either alkyne moiety in Cu(I)-catalyzed Click Chemistry reaction or DBCO moiety in copper-free Click Chemistry reaction to form a stable triazole linkage. The hydrophilic PEG spacer increases solubility in aqueous media of the molecules conjugated to the biotin compound. It also helps to minimize steric hindrance involved with the binding to avidin molecules.

Specifications

Specifications & Purity

≥98%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1C2C(C(S1)CCCCC(=O)NCCOCCOCCOCCOCCN=[N+]=[N-])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-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethyl]pentanamide
• InChIKey: PVEHVEYAPUNCCP-LNLFQRSKSA-N
• INCHI: 1S/C20H36N6O6S/c21-26-23-6-8-30-10-12-32-14-13-31-11-9-29-7-5-22-18(27)4-2-1-3-17-19-16(15-33-17)24-20(28)25-19/h16-17,19H,1-15H2,(H,22,27)(H2,24,25,28)/t16-,17-,19-/m0/s1
• Isomeric SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCOCCOCCOCCOCCN=[N+]=[N-])NC(=O)N2
• Molecular Weight: 488.6
• Reaxy-Rn: 57002781
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=57002781&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 Imidazolidinones N-acyl amines Thiophenes Thiolanes Azo compounds Azo imides Ureas Secondary carboxylic acid amides Azacyclic compounds Dialkylthioethers Dialkyl ethers Hydrocarbon derivatives Carbonyl compounds Organic oxides Organic salts Organic zwitterions
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Biotin_derivative - Thienoimidazolidine - Fatty amide - Fatty acyl - Imidazolidinone - N-acyl-amine - Imidazolidine - Thiophene - Thiolane - Azo compound - Azo imide - Carboxamide group - Urea - Secondary carboxylic acid amide - Carboxylic acid derivative - Dialkyl ether - Ether - Azacycle - Dialkylthioether - Thioether - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Organic salt - Carbonyl group - Organic zwitterion - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Aliphatic 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): 104 °C
• Molecular Weight: 488.600 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 20
• Exact Mass: 488.242 Da
• Monoisotopic Mass: 488.242 Da
• Topological Polar Surface Area: 147.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 624.000
• 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. Gan Lu, Jiang Qiwei, Huang Dong, Wu Xueji, Zhu Xinying, Wang Lei, Xie Wei, Huang Jialuo, Fan Runzhu, Jing Yihang, Tang Guihua, Li Xiang David, Guo Jianping, Yin Sheng.  (2024)  A natural small molecule alleviates liver fibrosis by targeting apolipoprotein L2.  Nature Chemical Biology,      [PMID:39103634] [10.1038/s41589-024-01704-3]

2. Shaojun Pei, Wen Wang, Tingze Feng, Qiuping Wang, Yuhan Wang, Hong-Xu Liu, Xinmiao Liang, Hai-long Piao.  (2025)  S-palmitoylation of MTDH regulates ferroptosis resistance in breast cancer cell.  JOURNAL OF LIPID RESEARCH,      [PMID:41318030] [10.1016/j.jlr.2025.100953]

3. Zikun Ma, Yuzhao Wang, Weikai Wang, Wanyang Sun, Rong Wang, Xue Ding, Zibin Chen, Xiangdong Li, Zhiyong Li, Yunlin Ye, Yize Mao, Jianhua Yin, Guibo Li, Rong-Rong He, Xiaoyu Liang, Zhuowei Liu.  (2026)  Lipid oxidation reprogramming in cancer-associated fibroblasts enhances CD8+ T cell cytotoxicity and therapeutic response.  CANCER CELL,      [PMID:41687608] [10.1016/j.ccell.2026.01.012]

4. Jiaxin Zhou, Juan Liu, Xilin Liu, Lixia Ren, Zhilin Yu, Zhen Zheng, Gongyu Li.  (2026)  Clinically relevant stereochemistry reprograms amyloid proteome for aggregation cross-talk–conferred neuroprotection.  Science Advances,  12  (13):   [PMID:] [10.1126/sciadv.aeb2729]