2'-脱氧鸟苷 5'-(四氢三磷酸酯) | 2564-35-4

• 物质功能分类: 生物化工 - 核苷类药物 - 脱氧核苷酸及其类似物
• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 中文名称: 2'-脱氧鸟苷 5'-(四氢三磷酸酯)
• 中文别名: 2'-脱氧鸟苷5'-(四氢三磷酸酯)；2′-脱氧鸟苷5′-(四氢三磷酸酯)
• 英文名称: 2'-deoxyguanosine 5'-triphosphate
• 英文别名: dGTP；deoxyguanosine triphosphate；2'-dGTP；5′-deoxyguanosine triphosphate；2′-deoxyguanosine 5′-triphosphate；5′-dGTP；2'-Deoxyguanosine-5'-triphosphate；[[(2R,3S,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
• CAS: 2564-35-4
• 化学式: C₁₀H₁₆N₅O₁₃P₃
• 分子量: 507.184
• InChiKey: HAAZLUGHYHWQIW-KVQBGUIXSA-N

物化性质

• 密度：
  2.63±0.1 g/cm3(Predicted)
• 物理描述：
  Solid
• 碰撞截面：
  189.26 Ų [M-H]- [CCS Type: DT, Method: single field calibrated with Agilent tune mix (Agilent)]

计算性质

• 辛醇/水分配系数(LogP)：
  -5.6
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  275
• 氢给体数：
  7
• 氢受体数：
  15

安全信息

• 储存条件：
  -20°C，密封保存，并保持干燥。

SDS

Name:	2 -Deoxyguanosine-5 -Triphosphate Trisodium Salt Dihydrate Material Safety Data Sheet
Synonym:	DGT
CAS:	2564-35-4

Section 1 - Chemical Product MSDS Name:2 -Deoxyguanosine-5 -Triphosphate Trisodium Salt Dihydrate Material Safety Data Sheet
Synonym:DGT

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2564-35-4	dGTP Trisodium Salt dihydrate	app. 100	219-887-2

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid if irritation develops or persists. Wash clothing before reuse.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Dusts at sufficient concentrations can form explosive mixtures with air. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
For small fires, use water spray, dry chemical, carbon dioxide or chemical foam. Use agent most appropriate to extinguish fire.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid contact with skin and eyes. Keep away from heat, sparks and flame. Avoid ingestion and inhalation. Wash clothing before reuse.
Storage:
Store in a cool, dry, well-ventilated area away from incompatible substances. Keep containers tightly closed.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 2564-35-4: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not applicable.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: Soluble in water.
Specific Gravity/Density: Not available.
Molecular Formula: C10H13N5O13P3Na3.2H2O
Molecular Weight: 609.0343

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
High temperatures, incompatible materials, dust generation.
Incompatibilities with Other Materials:
Strong oxidizers.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, oxides of phosphorus, irritating and toxic fumes and gases, carbon dioxide, sodium oxide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2564-35-4: MF8782500 LD50/LC50:
Not available.
Carcinogenicity:
dGTP Trisodium Salt dihydrate - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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Section 13 - DISPOSAL CONSIDERATIONS
Products which are considered hazardous for supply are classified as Special Waste and the disposal of such chemicals is covered by regulations which may vary according to location. Contact a specialist disposal company or the local waste regulator for advice. Empty containers must be decontaminated before returning for recycling.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
WGK (Water Danger/Protection)
CAS# 2564-35-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 2564-35-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2564-35-4 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

dGTP（2′-脱氧鸟苷-5′-三磷酸）是一种鸟苷核苷酸，可用于合成脱氧核糖核酸。鸟苷核苷酸（包括GDP、GTP、dGDP和dGTP）对8-O-GDP、8-O-dGTP、8-O-GTP和8-O-dGTP的氧化损伤表现出高度敏感性。

反应信息

• 作为反应物：
  描述：

  2'-脱氧鸟苷 5'-(四氢三磷酸酯) 在 三丁基焦磷酸铵 、 N,N'-羰基二咪唑 、 N,N-二丁基丁烷-1-胺,磷酸 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成 MRS 2798
  参考文献：
  名称：

  [EN] CHEMICAL METHODS FOR PRODUCING TAGGED NUCLEOTIDES
  [FR] PROCÉDÉS CHIMIQUES POUR PRODUIRE DES NUCLÉOTIDES ÉTIQUETÉS

  摘要：

  本公开提供了一种将纳米孔可检测标签附着到核苷酸上的系统和方法。该公开还提供了使用所述标记的核苷酸进行核酸测序的方法。本文提供了附有标签的核苷酸及将标签附着到核苷酸上的方法。这些标签可以通过化学反应，如“迪克化学”来附着。在一个方面，本公开提供了一种带有标签的核苷酸，包括：(a) 具有末端磷酸的多磷酸基团；和 (b) 通过三唑、1,2-二氮杂环、二硫化物、次级胺、醛缩酸酰肼、硫代乙酰胺或马来酰亚胺硫加合物与核苷酸的末端磷酸共价偶联的标签。

  公开号：

  WO2015148402A1
• 作为产物：
  描述：

  2'-脱氧鸟苷 在 吡啶 、 水 、 碘 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.75h， 生成 2'-脱氧鸟苷 5'-(四氢三磷酸酯)
  参考文献：
  名称：

  一种核苷四磷酸的合成方法

  摘要：

  本发明公开了一种核苷四磷酸的合成方法。所述方法包括以下步骤：将核苷与环状磷酸化试剂发生选择性磷酸化反应，再经氧化、水解开环，即得所述核苷四磷酸。所述环状磷酸化试剂的结构如式I所示：式I。本方法将核苷在该高选择性磷酸化试剂作用下,选择性地生成5＇‑核苷四磷酸，在此过程中并不需要将3＇‑OH(以及2＇‑OH)保护起来，即能有效抑制3＇(以及2＇‑)四磷酸的生成。本发明合成的核苷四磷酸在DNA测序、标记、延伸等生物学领域具有广泛用途，目前其销售价格昂贵，合成方法复杂，反应选择性差；而本发明提供的合成方法选择性好，容易分离纯化，且所需实验条件简单，合成过程均为常规化学反应，可用于大规模推广使用。

  公开号：

  CN109232693A
• 作为试剂：
  描述：

  二磷酸腺苷 在 adenosylcobalamin 、 full-length enzyme NrdJd-wt from Stackebrandtia nassauensis 、 2'-脱氧鸟苷 5'-(四氢三磷酸酯) 、 magnesium chloride 、 Cleland's reagent 作用下， 以 aq. buffer 为溶剂， 生成 2'-脱氧腺苷-5'-二磷酸酯
  参考文献：
  名称：

  存在于大多数II类核糖核苷酸还原酶中的独特的富含半胱氨酸的锌指结构域介导催化转换。

  摘要：

  核糖核苷酸还原酶（RNR）催化核糖核苷酸还原为相应的脱氧核糖核苷酸，用于DNA合成和修复。两种不同的机制有助于将所需的电子传递到RNR活性位点。甲酸酯可直接在活性位点用作还原剂，或戊二醛毒素或硫氧还蛋白还原C端半胱氨酸对，然后将电子传递至活性位点。在这里，我们表征了一个新颖的富含半胱氨酸的C末端结构域（CRD），它存在于微生物中发现的大多数II类RNR中。来自nassauensis Stackebrandtia nassauensis细菌的NrdJd型RNR被用作模型酶。我们表明CRD参与较高的低聚物状态形成和电子转移到活性位点。高聚物（例如四聚物和六聚物）的CRD依赖性形成 通过添加dATP或dGTP而不是dTTP或dCTP来诱导细胞凋亡。电子转移是由在C末端的六个半胱氨酸残基阵列介导的，这些残基也与锌原子配位。电子转移也可能发生在亚基之间，具体取决于酶的低聚状态。对系统天然还原剂的研究

  DOI：

  10.1074/jbc.m117.806331

文献信息

• [EN] ELECTROCHEMICALLY-CLEAVABLE LINKERS<br/>[FR] LIEURS CLIVABLES PAR VOIE ÉLECTROCHIMIQUE
  申请人：MICROSOFT TECHNOLOGY LICENSING LLC

  公开号：WO2021158412A1

  公开（公告）日：2021-08-12

  This disclosure provides electrochemically-cleavable linkers with cleavage potentials that are less than the redox potential of the solvent in which the linkers are used. In some applications, the solvent may be water or an aqueous buffer solution. The linkers may be used to link a nucleotide to a bound group. The linkers include a cleavable group which may be one of a methoxybenzyl alcohol, an ester, a propargyl thioether, or a trichloroethyl ether. The linkers may be cleaved in solvent by generating an electrode potential that is less than the redox potential of the solvent. In some implementations, an electrode array may be used to generate localized electrode potentials which selectively cleave linkers bound to the activated electrode. Uses for the linkers include attachment of blocking groups to nucleotides in enzymatic oligonucleotide synthesis.

  这份披露提供了具有低于使用的溶剂的氧化还原电位的可电化学裂解连接物。在某些应用中，溶剂可能是水或水溶液缓冲液。这些连接物可用于将核苷酸连接到结合基团。连接物包括可裂解基团，可能是甲氧基苯甲醇、酯、丙炔硫醚或三氯乙基醚中的一种。通过产生低于溶剂的氧化还原电位的电极电位，可以在溶剂中裂解这些连接物。在某些实施中，可以使用电极阵列来产生局部电极电位，从而选择性地裂解与激活电极结合的连接物。这些连接物的用途包括在酶催化寡核苷酸合成中将阻断基团附着到核苷酸上。
• [EN] COMPOSITIONS AND METHODS FOR SYNTHESIS OF PHOSPHORYLATED MOLECULES<br/>[FR] COMPOSITIONS ET PROCÉDÉS DE SYNTHÈSE DE MOLÉCULES PHOSPHORYLÉES
  申请人：UNIV CALIFORNIA

  公开号：WO2019195494A1

  公开（公告）日：2019-10-10

  The invention provides compositions and methods for synthesis of phosphorylated organic compounds, including nucleoside triphosphates.

  这项发明提供了合成磷酸化有机化合物的组合物和方法，包括核苷三磷酸。
• Method of treating cancer
  申请人：——

  公开号：US20030220241A1

  公开（公告）日：2003-11-27

  The present invention relates to methods of treating cancer using a combination of a compound which is a PSA conjugate and a compound which is a inhibitor of prenyl-protein transferase, which methods comprise administering to said mammal, either sequentially in any order or simultaneously, amounts of at least two therapeutic agents selected from a group consisting of a compound which is a PSA conjugate and a compound which is a inhibitor of prenyl-protein transferase. The invention also relates to methods of preparing such compositions.

  本发明涉及使用一种PSA共轭物和一种前脂蛋白转移酶抑制剂的组合治疗癌症的方法，该方法包括向所述哺乳动物施用来自以下组中选择的至少两种治疗剂的量，所述组包括一种PSA共轭物和一种前脂蛋白转移酶抑制剂，所述治疗剂可以顺序给药或同时给药。该发明还涉及制备这种组合物的方法。
• [EN] NEW FLUORESCENT DYES AND THEIR USES AS BIOMARKERS<br/>[FR] NOUVEAUX COLORANTS FLUORESCENTS ET LEURS UTILISATIONS EN TANT QUE BIOMARQUEURS
  申请人：ILLUMINA CAMBRIDGE LTD

  公开号：WO2018060482A1

  公开（公告）日：2018-04-05

  The present application relates to new fluorescent dyes and their uses as fluorescent labels. The compounds may be used as fluorescent labels for nucleotides in nucleic acid sequencing applications.

  本申请涉及新的荧光染料及其作为荧光标记物的用途。这些化合物可用作核酸测序应用中核苷酸的荧光标记物。
• Probe for mass spectrometry of liquid sample
  申请人：——

  公开号：US20040142378A1

  公开（公告）日：2004-07-22

  Disclosed is a probe for mass spectrometry of liquid samples, which may effectively ionize the sample without adding a protic solvent to the mobile phase in the ionization method in mass spectrometry of liquid samples. The probe according to the present invention has a structure represented by the Formula [I]: R 2 -A-R  [I] (wherein R 1 represents an ionic functional group which becomes an ion in a solvent, R 2 represents a structure which can bind to other substance, and A represents an arbitrary spacer moiety).

  揭示了一种用于液体样品质谱的探针，可以在液体样品的质谱离子化方法中有效离子化样品，而无需向移动相中添加质子溶剂。根据本发明的探针具有以下式所表示的结构： R2-A-R [I] （其中R1代表在溶剂中成为离子的离子功能团，R2代表可以结合到其他物质的结构，A代表任意的间隔基团）。