IPTG

CAS: 367-93-1 货号: I423647 分子式: C9H18O5S 分子量: 238.3 Beilstein号: 4631 EC号: 206-703-0
有货
级别和纯度: 10mM in DMSO
储存条件
-80℃储存
运输条件
特低温运输
★
规格
库存
价格
数量
1ml
I423647-1ml
现货 Stock Image
¥205.90
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为什么选择此级别

,适用于对基线干扰要求严格的色谱和分析工作流程。

🌡

储存与运输

-80℃储存。特低温运输 。请查阅批次 COA 获取详细规格。

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质量文档

SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。

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文献证明

在色谱分析、有机合成和交叉偶联反应领域已被 199 篇同行评审文献引用。

概述

IPTG, Dioxane-Free (isopropyl-β-thiogalactoside) is an analogue of allolactose that binds specifically to the repressor protein of the lac operon and induces expression of β-galactosidase in Escherichia coli. The compound is widely used with X-Gal plates to screen for blue and white colonies. The lac operon system and IPTG have been used in multiple cloning experiments and cellular systems to study gene activity.IPTG 常用于需要诱导 β-半乳糖苷酶活性的克隆实验。它常与 X-Gal 或 Bluo-Gal 结合使用,用于重组细菌菌落的蓝白筛选,这些菌落可以诱导 lac 操纵子在大肠杆菌中的表达。IPTG 与 lacI 阻遏蛋白结合并改变其构象而发挥作用,防止 β-半乳糖苷酶编码基因 lacZ 的抑制。

IPTG, Dioxane-Free (isopropyl-β-thiogalactoside) is an analogue of allolactose that binds specifically to the repressor protein of the lac operon and induces expression of β-galactosidase in Escherichia coli. The compound is widely used with X-Gal plates to screen for blue and white colonies. The lac operon system and IPTG have been used in multiple cloning experiments and cellular systems to study gene activity.
IPTG is commonly used in cloning procedures that require induction of β-galactosidase activity. It is used in conjunction with X-Gal or Bluo-Gal in blue-white selection of recombinant bacterial colonies that induce expression of the lac operon in Escherichia coli. IPTG functions by binding to the lacI repressor and altering its conformation, which prevents the repression of the β-galactosidase coding gene lacZ.

规格

英文别名
IPTG | 367-93-1 | Isopropyl-beta-D-thiogalactopyranoside | Isopropyl beta-D-thiogalactopyranoside | ISOPROPYL THIOGALACTOSIDE | Isopropyl-beta-D-thiogalactoside | Isopropyl beta-D-1-thiogalactopyranoside | Isopropyl beta-D-thiogalactoside | (2R,3R,4S,5R,6S)-2-(Hydroxymet
规格或纯度
10mM in DMSO
英文名称
IPTG (isopropyl-β-D-thiogalactopyranoside)
生化机理
与X-GAL结合使用,用于需要表达β-半乳糖苷酶活性的克隆程序中。半乳糖的不可代谢类似物。
储存条件
-80℃储存
运输条件
特低温运输
名称和识别符
PubChem SID
EC号
206-703-0
分子类型
小分子
IUPAC Name
(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,5-triol
INCHI
1S/C9H18O5S/c1-4(2)15-9-8(13)7(12)6(11)5(3-10)14-9/h4-13H,3H2,1-2H3/t5-,6+,7+,8-,9+/m1/s1
InChi Key
BPHPUYQFMNQIOC-NXRLNHOXSA-N
Smiles
CC(C)SC1C(C(C(C(O1)CO)O)O)O
Isomeric SMILES
CC(C)S[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
分子量
238.3
Beilstein号
4631
Reaxy-Rn
11730049
Reaxys-RN link address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11730049&ln=

技术文档

📋 安全数据表 (SDS)

全面的危险、操作、储存及法规合规文件。

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✅ 分析证书 (COA)

批次质量数据。输入批号以获取对应 COA。

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📊 产品数据表

产品规格和应用的快速参考摘要。

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🔬 规格说明书

该级别的完整质量属性和验收标准。

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高级数据

系统学分类

分类树(Taxonomy Tree)

界(kingdom) 有机化合物
超类(Superclass) 有机氧化合物
类(Class) 有机氧化合物
亚类(Subclass) 碳水化合物和碳水化合物结合物
中间层级节点(Intermediate Tree Nodes) 糖基化合物
直接上位类(Direct Parent) 硫代糖苷
其他上位类(Alternative Parents) 氧烷  单糖  单硫缩醛  仲醇  亚磺酰基化合物  多元醇  氧环化合物  伯醇  碳氢化合物衍生物  
分子骨架(Molecular Framework) 脂肪族杂单环化合物
取代基(Substituents) 羟基苯甲酸酯 - 脂肪族杂单环化合物 - 烃衍生物 - 单糖 - 单硫缩醛 - 有机杂环化合物 - 有机硫化合物 - 氧杂环 - 氧杂环丁烷 - 多醇 - 初级醇 - S-磺酰基-L-半胱氨酸 - 醛基 - 硫酰基化合物
描述(Description) 该化合物属于有机化合物中的硫苷类。此类苷类通过S-苷键将糖基与另一基团以单碳键相连。
外部描述符(External Descriptors) S-glycosyl compound
三维结构
交互式化学结构模型





化学和物理性质
敏感性
对湿度敏感
比旋光度
-32° (C=1,H2O)
熔点
109-121℃
分子量
238.300 g/mol
XLogP3
-0.500
氢键供体数Hydrogen Bond Donor Count
4
氢键受体数Hydrogen Bond Acceptor Count
6
可旋转键计数Rotatable Bond Count
3
精确质量Exact Mass
238.087 Da
单同位素质量Monoisotopic Mass
238.087 Da
拓扑极表面积Topological Polar Surface Area
115.000 Ų
重原子数Heavy Atom Count
15
形式电荷Formal Charge
0
复杂度Complexity
201.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
5
未定义的原子立体中心计数Undefined Atom Stereocenter Count
0
定义的键立体中心计数Defined Bond Stereocenter Count
0
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
0
共价键合单元计数Covalently-Bonded Unit Count
1
安全和危险性(GHS)
象形图
GHS07,   GHS08
信号词
警告
危险声明

H302: 吞食有害

H312: 皮肤接触有害

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H332: 吸入有害

H335: 可能引起呼吸道刺激

H351: 怀疑引起遗传缺陷

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P264: 处理后要彻底洗手。

P270: 使用本产品时,请勿进食、饮水或吸烟。

P271: 仅在室外或通风良好的地方使用。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理(请参阅此标签上的...)。

P330: 漱口

P302+P352: 如皮肤沾染:用水充分清洗。

P304+P340: 如误吸入:将人转移到空气新鲜处,保持呼吸舒适体位。

P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P405: 密闭存放

P403+P233: 存放在通风良好的地方。保持容器密闭。

P501: 将内容物/容器处理到。。。

P203: 使用前,获取、阅读并遵守所有安全说明。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P301+P317: 如果被吞咽:请寻求医疗帮助。

P318: 如果暴露或担心,请就医。

P317: 寻求紧急医疗救助。

P337+P317: 如果眼睛刺激持续:寻求医疗帮助。

P332+P317: 如果出现皮肤刺激:请寻求医疗帮助。

P319: 如果你感到不适,请寻求医疗帮助。

WGK Germany
2
Merck Index
5082
个人防护装备
Eyeshields,Gloves,half-mask respirator (EU),half-mask respirator (US),multi-purpose combination respirator cartridge (US)
质检证书(CoA,COO,BSE/TSE 和分析图谱)
C of A & Other Certificates(BSE/TSE, COO):
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批号(Lot Number) 证书类型 货号
E2417013 分析证书 I423647
技术文档和文章
阿拉丁@生物实验常用缓冲液配方指南
Aladdin@Guidelines for the formulation of commonly used buffers for biological experiments
什么是 IPTG?
What is IPTG?
质粒的五个关键结构特征
Five Key Structural Features of Plasmids
β-半乳糖苷酶作用机理、结构基础与应用技术指南
β-Galactosidase: Mechanism, Structural Basis, and Application Guide
多肽合成路线的判断逻辑:从 SPPS、LPPS 到重组表达的适用情形与判断依据
Decision Logic for Peptide Synthesis Routes: Applicability and Criteria for Choosing among SPPS, LPPS, and Recombinant Expression
β-半乳糖苷酶作用机理、结构基础与应用技术指南
合成生物学是什么?从上游试剂工具链到生物制造应用的产业化路径
What Is Synthetic Biology? The Industrialization Pathway from Upstream Reagent Toolchains to Biomanufacturing Applications
此产品的引用文献
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163. Ke Zhan, Yuting Zhao, Haiying Li, Shan Jiang.  (2025)  Octopod-shaped silver–gold alloy for NIR-driven synergistic photothermal and catalytic bacterial ablation.  COLLOIDS AND SURFACES B-BIOINTERFACES,  [PMID:41380240] [10.1016/j.colsurfb.2025.115353]
164. Yuhan Zhao, Xiaojie Zhou, Mei Li, Xinghui Qiu.  (2025)  Aedes albopictus CYP6Z8 metabolizes multiple AChE-inhibiting insecticides.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,  [PMID:41629003] [10.1016/j.pestbp.2025.106934]
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