Thiamine pyrophosphate - ≥98% , CAS No.154-87-0

CAS: 154-87-0 Cat. No.: T111202 Peso molecular: 460.77 Beilstein Registry Number: 3875902 Número EC: 205-836-1

GRADE & PURITY ≥98%

Synonyms

Thiaminediphosphate | Bivitasi | Coenzymate (TN) | Vitamin B1 Pyrophosphoric Acid Ester Chloride | Cocarboxylase hydrochloride | thiamine(1+) diphosphate chloride | B-Carbossilasi | AI3-63012 | Cocarboxylase [INN:DCF:JAN] | THIAMINE DIPHOSPHORIC ACID ESTE

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

Thiamine pyrophosphate has been used as a substrate to assay the enzymes in golgi lamellae isolated from rat tissue.
Thiamine pyrophosphate has been used:
for the preparation of chitosan nano-particles
as a standard for vitamin B1 and its derivative in high-performance
liquid chromatography (HPLC) analysis
immunofluorescence

Specifications

Sinónimos

Thiaminediphosphate | Bivitasi | Coenzymate (TN) | Vitamin B1 Pyrophosphoric Acid Ester Chloride | Cocarboxylase hydrochloride | thiamine(1+) diphosphate chloride | B-Carbossilasi | AI3-63012 | Cocarboxylase [INN:DCF:JAN] | THIAMINE DIPHOSPHORIC ACID ESTE

Especificaciones y pureza

≥98%

Mecanismos bioquímicos y fisiológicos

Thiamine pyrophosphate is a coenzyme of transketolase that catalyzes the cleavage of ribulose-5-phosphate; thereby forming D-glyceraldehyde-3-phosph?ate. This reaction requires the addition of an acceptor aldehyde such as ribose-5-phosphate, glyceraldehye

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504751788
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751788
• Sonrisas canónicas: CC1=C(SC=[N+]1CC2=CN=C(N=C2N)C)CCOP(=O)(O)OP(=O)(O)O.[Cl-]
• IUPAC Name: 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate;chloride
• InChIKey: YXVCLPJQTZXJLH-UHFFFAOYSA-N
• INCHI: 1S/C12H18N4O7P2S.ClH/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13;/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21);1H
• Isómeros SMILES: CC1=C(SC=[N+]1CC2=CN=C(N=C2N)C)CCOP(=O)(O)OP(=O)(O)O.[Cl-]
• WGK Alemania: 3
• RTECS: XI7552000
• CAS alternativo: 136-08-3
• Peso molecular: 460.77
• Beilstein: 3875902
• Reaxy-Rn: 3875902

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Diazines
      • Subclass Pyrimidines and pyrimidine derivatives
        • Level5 Thiamines
          • Level6 Thiamine phosphates

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Thiamines
• Direct Parent: Thiamine phosphates
• Alternative Parents: Organic pyrophosphates Monoalkyl phosphates Aminopyrimidines and derivatives 4,5-disubstituted thiazoles Imidolactams Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organooxygen compounds Organic zwitterions Organic oxides Organic chloride salts Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Thiamine-phosphate - Organic pyrophosphate - 4,5-disubstituted 1,3-thiazole - Aminopyrimidine - Monoalkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Imidolactam - Heteroaromatic compound - Azole - Thiazole - Azacycle - Organic oxygen compound - Organic chloride salt - Organic oxide - Primary amine - Amine - Organooxygen compound - Organonitrogen compound - Organopnictogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic zwitterion - Organic salt - Aromatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as thiamine phosphates. These are thiamine derivatives in which the hydroxyl group of the ethanol moiety is substituted by a phosphate group.
• External Descriptors: organic chloride salt

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

Objetivos asociados (humanos)

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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

Objetivos asociados (no humanos)

dxs 1-deoxy-D-xylulose-5-phosphate synthase (31 Activities)

Discover Target: dxs

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

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: It is soluble in water.
• Sensibilidad: light and heat sensitive
• Peso molecular: 460.770 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 8
• Exact Mass: 460.014 Da
• Monoisotopic Mass: 460.014 Da
• Topological Polar Surface Area: 197.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 568.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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: 2

XLogP3

Referencias

1. Su Xiaowei, Tan Wei, Liu Xiaohui, Ren Yuanlin, Sun Ying.  (2023)  Fabricating of flame retardant and antibacterial lyocell fabric based on thiamine pyrophosphate modification.  CELLULOSE,  30  (7): (4437-4454).  [PMID:] [10.1007/s10570-023-05148-1]

2. Hongyan Zhang, Ji Li, Rong Yuan, Yufen Li, Yue Zhang, Xiaoyun Hu, Jiqiang Qu, Yu Chen, Zheran Wang, Mingyu Xia, Dongkai Wang.  (2021)  Augment the efficacy of eradicating metastatic lesions and tumor proliferation in breast cancer by honokiol-loaded pH-sensitive targeted lipid nanoparticles.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:34333303] [10.1016/j.colsurfb.2021.112008]

3. Yan Zhang, Peiyuan Yao, Yunfeng Cui, Qiaqing Wu, Dunming Zhu.  (2018)  One-Pot Enzymatic Synthesis of Cyclic Vicinal Diols from Aliphatic Dialdehydes via Intramolecular C−C Bond Formation and Carbonyl Reduction Using Pyruvate Decarboxylases and Alcohol Dehydrogenases.  ADVANCED SYNTHESIS & CATALYSIS,  360  (21): (4191-4196).  [PMID:] [10.1002/adsc.201800455]

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9. Shen Yu, Xue-Yong Li, Wen-Jie Si, Ye-Wang Zhang.  (2024)  Enhanced Stabilization Effect of Cofactor Thiamine Pyrophosphate in the Covalent Immobilization of Formolase.  Catalysts,  14  (12): (911).  [PMID:] [10.3390/catal14120911]

10. Qi Li, Yu-Cai He, Yu Deng.  (2024)  One-pot chemobiological cascade strategy for synthesizing furyl hydroxymethyl ketone from corncob.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2024.119892]

11. Yilin Xiao, Luyao Gao, Zhiyong Li.  (2024)  Unique high-temperature tolerance mechanisms of zoochlorellae Symbiochlorum hainanensis derived from scleractinian coral Porites lutea.  mBio,  15  (3):   [PMID:38385710] [10.1128/mbio.02780-23]

12. Yong Ding, Xi Luo, Jiasheng Guo, Baiying Xing, Haoyu Lin, Haohan Ma, Yicun Wang, Meng Li, Chuan Ye, Sen Yan, Kangjie Lin, Jinxin Zhang, Yingying Zhuo, Qixing Nie, Donghui Yang, Zhipeng Zhang, Yanli Pang, Kai Wang, Ming Ma, Luhua Lai, Changtao Jiang.  (2025)  Identification of gut microbial bile acid metabolic enzymes via an AI-assisted pipeline.  CELL,      [PMID:40780197] [10.1016/j.cell.2025.07.017]

13. Xinyu Wan, Peilin Wu, Xun He, Limei Zhang, Yunze Tai, Jiwen Fan, Yongchao Yao, Wenchuang Walter Hu, Binwu Ying, Xuping Sun, Yi Li.  (2025)  Nanosilver supported CoAl layered double hydroxide: A high-activity peroxidase-like nanozyme for colorimetric sensing of acetylcholinesterase.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.114321]

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15. Yu Zheng, Luhua Fu, Zhuoying Cao, Ting Zhang, Jiao Fei, Ming Jiang, Yuying Zhou, Zhi Shi, Yubin Su.  (2026)  Exogenous indole promotes florfenicol tolerance in Edwardsiella tarda.  Virulence,      [PMID:41560554] [10.1080/21505594.2026.2620188]

16. Hong-Ru Zhao, Wen-Tao Shen, Bingmei Su, Lian Xu, Juan Lin.  (2026)  Multi-strategy engineering of transaminase enables a one-pot synergistic biocatalytic cascade to a key florfenicol chiral intermediate.  GREEN CHEMISTRY,      [PMID:] [10.1039/D5GC06908D]