2'-Deoxyadenosine 5'-triphosphate [dATP] trisodium salt trihydrate - Moligand™, ≥98% , CAS No.1927-31-7

CAS: 1927-31-7 Cat. No.: D501048 Molecular Weight: 557.13(anhydrous) EC Number: 217-662-3

GRADE & PURITY Moligand™, ≥98%

Synonyms

Adenosine 5'-(tetrahydrogen triphosphate), 2'-deoxy- | UNII-K8KCC8SH6N | 4-26-00-03593 (Beilstein Handbook Reference) | EINECS 217-662-3 | AS-69027 | Epitope ID:149167 | Q201090 | D-erythro-pentitol, 1-C-(7-amino-1H-pyrazolo(4,3-d)pyrimidin-3-yl)-1,4-anhy

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

Adenosine 5'-(tetrahydrogen triphosphate), 2'-deoxy- | UNII-K8KCC8SH6N | 4-26-00-03593 (Beilstein Handbook Reference) | EINECS 217-662-3 | AS-69027 | Epitope ID:149167 | Q201090 | D-erythro-pentitol, 1-C-(7-amino-1H-pyrazolo(4, 3-d)pyrimidin-3-yl)-1, 4-anhy

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Nucleoside triphosphate. Substrate for a variety of polymerases including DNA polymerase(s) and reverse transcriptase(s). Used in DNA synthesis reactions such as PCR, DNA sequencing and molecular cloning techniques.

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

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

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)COP(=O)([O-])OP(=O)([O-])OP(=O)(O)[O-])O.[Na+].[Na+].[Na+]
• IUPAC Name: [[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• InChIKey: SUYVUBYJARFZHO-RRKCRQDMSA-N
• INCHI: 1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C(N=CN=C32)N)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O
• Alternate CAS: 54680-12-5
• Molecular Weight: 557.13(anhydrous)
• Reaxy-Rn: 24735345
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24735345&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleotides
      • Subclass Purine deoxyribonucleotides
        • Level5 Purine deoxyribonucleoside triphosphates
          • Level6 Purine 2'-deoxyribonucleoside triphosphates

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleotides
• Subclass: Purine deoxyribonucleotides
• Intermediate Tree Nodes: Purine deoxyribonucleoside triphosphates
• Direct Parent: Purine 2'-deoxyribonucleoside triphosphates
• Alternative Parents: 6-aminopurines Monoalkyl phosphates Aminopyrimidines and derivatives N-substituted imidazoles Imidolactams Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine 2'-deoxyribonucleoside triphosphate - 6-aminopurine - Imidazopyrimidine - Purine - Aminopyrimidine - Monoalkyl phosphate - N-substituted imidazole - Organic phosphoric acid derivative - Phosphoric acid ester - Pyrimidine - Imidolactam - Alkyl phosphate - Azole - Imidazole - Heteroaromatic compound - Tetrahydrofuran - Secondary alcohol - Azacycle - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Primary amine - Organooxygen compound - Organonitrogen compound - Amine - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Alcohol - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine 2'-deoxyribonucleoside triphosphates. These are purine nucleotides with triphosphate group linked to the ribose moiety lacking a hydroxyl group at position 2.
• External Descriptors: Deoxyribonucleotides

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)

P2RY11 Tchem P2Y purinoceptor 11 (0 Activities)

Discover Target: P2RY11

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

POLA1 Tclin DNA polymerase alpha subunit (225 Activities)

Discover Target: POLA1

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

TK1 Tchem Thymidine kinase, cytosolic (627 Activities)

Discover Target: TK1

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

P2RY11 Tchem Purinergic receptor P2Y11 (134 Activities)

Discover Target: P2RY11

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

TK2 Tchem Thymidine kinase, mitochondrial (96 Activities)

Discover Target: TK2

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

Associated Targets(non-human)

pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)

Discover Target: pol

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

Mat1a S-adenosylmethionine synthetase alpha and beta forms (31 Activities)

Discover Target: Mat1a

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

Mat2a S-adenosylmethionine synthetase gamma form (83 Activities)

Discover Target: Mat2a

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

P2RY1 P2Y purinoceptor 1 (470 Activities)

Discover Target: P2RY1

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water to 75 mM
• Molecular Weight: 491.180 g/mol
• XLogP3: -4.400
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 8
• Exact Mass: 491.001 Da
• Monoisotopic Mass: 491.001 Da
• Topological Polar Surface Area: 259.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 769.000
• 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. Liangliang Wang, Xiufeng Wu, Guanyu Chen, Yawen Chen, Lilan Xu, Jianmin Wang, Jinghua Chen.  (2023)  Dual amplified electrochemical sensing coupling of ternary hybridization-based exosomal microRNA recognition and perchlorate-assisted electrocatalytic cycle.  BIOSENSORS & BIOELECTRONICS,      [PMID:] [10.1016/j.bios.2023.115783]

2. Liu Xufei, Qiu Shengqiang, Mei Peng, Zhang Qing, Yang Yingkui.  (2020)  Chain structure-dependent electrochemical performance of polyimide cathode materials for lithium-ion batteries.  JOURNAL OF MATERIALS SCIENCE,  56  (5): (3900-3910).  [PMID:] [10.1007/s10853-020-05510-9]

3. Liang-Liang Wang, Wen-Qian Chen, Yu-Ru Wang, Lu-Peng Zeng, Ting-Ting Chen, Guan-Yu Chen, Jing-Hua Chen.  (2020)  Numerous long single-stranded DNAs produced by dual amplification reactions for electrochemical detection of exosomal microRNAs.  BIOSENSORS & BIOELECTRONICS,      [PMID:32927348] [10.1016/j.bios.2020.112555]

4. Zheng Dan, Guo Peng, Xiong Juan, Wang Shengfu.  (2016)  Streptavidin Modified ZnO Film Bulk Acoustic Resonator for Detection of Tumor Marker Mucin 1.  Nanoscale Research Letters,  11  (1): (1-8).  [PMID:27624339] [10.1186/s11671-016-1612-5]

5. Wei Wen, Jing-Yi Huang, Ting Bao, Jun Zhou, Hong-Xing Xia, Xiu-Hua Zhang, Sheng-Fu Wang, Yuan-Di Zhao.  (2016)  Increased electrocatalyzed performance through hairpin oligonucleotide aptamer-functionalized gold nanorods labels and graphene-streptavidin nanomatrix: Highly selective and sensitive electrochemical biosensor of carcinoembryonic antigen.  BIOSENSORS & BIOELECTRONICS,      [PMID:27111123] [10.1016/j.bios.2016.04.039]

6. Chunyan Qin, Wei Wen, Xiuhua Zhang, Haoshuang Gu, Shengfu Wang.  (2015)  Visual detection of thrombin using a strip biosensor through aptamer-cleavage reaction with enzyme catalytic amplification.  ANALYST,  140  (22): (7710-7717).  [PMID:26451394] [10.1039/C5AN01712B]

7. Yunyu Zhao, Kaiyong Feng, Yingjian Yu.  (2024)  In situ preparation of zincophilic covalent–organic frameworks with low surface work function and high rigidity to stabilize zinc metal anodes.  Journal of Energy Chemistry,      [PMID:] [10.1016/j.jechem.2024.11.019]