基本情報
- CAS
367-93-1- 標準SMILES
CC(C)S[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O- InChIKey
BPHPUYQFMNQIOC-NXRLNHOXSA-N- 分子式
- C9H18O5S
- 平均分子量
- 238.3 g/mol
- 単同位体質量
- 238.08749468
概要
Isopropyl beta-D-thiogalactopyranoside is an S-glycosyl compound consisting of beta-D-1-thiogalactose having an isopropyl group attached to the anomeric sulfur.
名称と識別子
- 優先名称
- isopropyl beta-D-thiogalactopyranoside
- IUPAC
- (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,5-triol
- 現地名
- イソプロピル 1-チオ-β-D-ガラクトピラノシド
- 英語名
- IPTG
- 分子式
- C9H18O5S
- 分子量
- 238.3
名称と別名
名称をさらに表示
データベース識別子
- CAS
367-93-1- PubChem CID
- 656894
- DTXSID
DTXSID6041052- ChEMBL
CHEMBL1233651- ChEBI
CHEBI:61448- UNII
- X73VV2246B
- EC Number
- 206-703-0
- Nikkaji
- J193.883E
物性
構造計算による物性
- XLogP
- -0.5
- 極性表面積
- 115 Ų
- 水素結合供与体数
- 4
- 水素結合受容体数
- 6
- 回転可能結合数
- 3
- 重原子数
- 15
- 形式電荷
- 0
- 複雑度
- 201
実験および物理化学的性質
物理化学的性質
- 融点
- 105 °C · 105 °C
- 比旋光度
- -31 · -31 º (c=1, water)
- 沸点
- 350.9 °C · 350.9°C (rough estimate)
- 比重(密度)
- 1.3329 · 1.3329 (rough estimate)
- 屈折率
- 1.506 · 1.5060 (estimate)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 水またはメタノールに可溶。
- 外見
- 結晶性粉末
- 酸解離定数(Pka)
- 13 · 13.00±0.70(Predicted)
- 色
- 白い
- PH
- 5 · 5-7 (50g/L)
- 由来生物
- synthetic
- 水溶解度
- 溶ける
- Merck
- 14 · 14,5082
- BRN
- 4631 · 4631
- 安定性
- 安定。強力な酸化剤とは相容れない。
- 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
- InChIKey
- BPHPUYQFMNQIOC-NXRLNHOXSA-N
- SMILES
- S([C@@H]1O[C@@H]([C@@H]([C@@H]([C@H]1O)O)O)CO)C(C)C
- CAS データベース
- 367 · 367-93-1(CAS DataBase Reference)
- EPAの化学物質情報
- Isopropyl .beta.- thiogalactoside (367-93-1)
化学的性質
化学的特性White crystalline powder
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 81% (115 of 142) of all reports.
Warning
H302 (12%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 142 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory Information
PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Isopropyl thiogalactoside: Does not have an individual approval but may be used under an appropriate group standard
安全データ
- F
- 10
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29389090
- risk_code
- 19-40-66-36/37/38
- hazard_code
- Xn,Xi
- safety_code
- 23-24/25-36/37-22-36/37/39-27-26
- ストレージクラス
- 11 - Combustible Solids
化学と産業
用途と製造
応用分野
用途イソプロピル-β-チオガラクトピラノシド(Isopropyl β-D-1-thiogalactopyranoside)は、分子生物学で使用される試薬の一つである。通常は略してIPTGと呼ばれる。 この化合物はアロラクトースの類似体として用いられ、ラクトースオペロンの転写を誘導する。アロラクトースとは異なり、生体内では硫黄原子の部分で分解されないため、ラクトースオペロンは常に誘導された状態となる。 IPTGはラクトースリプレッサーに結合してその働きを阻害し、ラクトースを分解するβ-ガラクトシダーゼの発現を誘導する。クローニングにおいては、lacZ遺伝子の部分に目的の遺伝子が導入され、IPTGはその遺伝子の発現を誘導することになる。
用途β-ガラクトシダーゼの誘導物質(inducer)。
説明IPTG (also known as Isopropyl-β-D-Thiogalactopyranoside) is a molecular biology reagent that functions as an inducer of galactosidase activity by binding to and inhibiting the repressor. It is a molecular mimic of allolactose, a lactose metabolite that triggers transcription of the lac operon, and it is therefore used to induce protein expression where the gene is under the control of the lac operator. IPTG cannot be hydrolyzed or broken down by the E. coli therefore the concentration remains constant during cell replication. IPTG is often used at a final concentration ranging from 0.5-1.0 mM. X-Gal is often used with IPTG since it provides an easy visual method to monitor whether protein expression has occurred. X-Gal as the name implies contains a galactose group that once metabolized causes a bright blue color change.
使用Isopropyl-β-D-thiogalactoside is used as a reagent in molecular biology. It is used as an effective β-galactosidase inducer of protein expression where the gene is under the control of the lac operator. It is used with 5-bromo-4-chloro-3-indolyl-beta-D-galactopyranoside to identify the non-recombinant plasmid in cloning experiments by blue-white screen methodology.
一般的な説明Inducer for β-galactosidase, an enzyme that promotes lactose utilization. Use in conjunction with X-Gal. Molecular Biology grade.Stock solutions:X-Gal: 20 mg/ml in DMFIPTG: 20 mg/ml in waterUse 4:1 (X-Gal:IPTG)Assay: ≥99%Dioxane: None detectedMelting point: 110-114°CSpecific rotation [a]25/D (1%, water): -34.0 to -29.0° Intended for laboratory and manufacturing use only. Not for drug, food, or household use.
調製方法
製造方法a synthetic method of isopropyl-β-D-thiogalactoside. The steps are as follows:Step 1: Dissolve β-D-galactose pentaacetate in any organic solvent of methylene chloride, chloroform or 1,2-dichloroethane, and add Lewis acid (boron trifluoride ether, (Aluminum trichloride, zinc chloride) catalyst and potassium ethylxanthate or sodium ethylxanthate are reacted to obtain tetraacetylgalactose ethylxanthate after treatment.Step 2: Dissolve tetraacetyl galactose ethyl xanthate, 2-bromopropane and sodium carbonate in methanol or ethanol at a temperature of 20°C to 80°C and react for 4-6 hours to obtain isopropyl group after treatment Isopropyl-β-D-thiogalactoside.
上流・下流製品情報
上流原料
下流製品
サプライヤー100 社
補足説明
定義ChEBI: Isopropyl beta-D-thiogalactopyranoside is an S-glycosyl compound consisting of beta-D-1-thiogalactose having an isopropyl group attached to the anomeric sulfur.
関連反応
化合物ノート
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