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아이소프로필 베타-D-싸이오갈락토피라노시드

isopropyl beta-D-thiogalactopyranoside

HCID 656894
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
367-93-1
표준 SMILES
CC(C)S[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
InChIKey
BPHPUYQFMNQIOC-NXRLNHOXSA-N
분자식
C9H18O5S
평균 분자량
238.3 g/mol
단동위원소 질량
238.08749468

개요

Isopropyl beta-D-thiogalactopyranoside is an S-glycosyl compound consisting of beta-D-1-thiogalactose having an isopropyl group attached to the anomeric sulfur.

이름 및 식별자

우선 이름
isopropyl beta-D-thiogalactopyranoside
IUPAC
(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,5-triol
현지명
아이소프로필 베타-D-싸이오갈락토피라노시드
영어명
IPTG
분자식
C9H18O5S
분자량
238.3

이름 및 동의어

IPTG367-93-1Isopropyl-beta-D-thiogalactopyranosideIsopropyl beta-D-thiogalactopyranosideISOPROPYL THIOGALACTOSIDEIsopropyl-beta-D-thiogalactosideIsopropyl beta-D-1-thiogalactopyranosideIsopropyl beta-D-thiogalactosideIsopropyl 1-Thio-beta-D-galactopyranosideDTXSID6041052X73VV2246B(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyloxane-3,4,5-triol
이름 더 보기
아이소프로필베타-D-싸이오갈락토피라노시드아이소프로필베타-D-싸이오갈락토피라노시드isopropyl β-d-1-thiogalactopyranosideISOPROPYL-B-D-THIOGALACTOPYRANOSIDEIsopropyl-B-D-thiogalactosideIsopropyl-β-D-thiogalatopyranosideIsopropyl β-D-Thiogalactopyranoside (IPTG)
CHEBI:61448beta-D-Galactopyranoside, 1-methylethyl 1-thio-(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-propan-2-ylsulfanyl-oxane-3,4,5-triolThiogalactoside, Isopropylisopropyl beta-thiogalactosideIsopropyl 1 Thio beta D galactopyranoside1-Thio-beta-D-galactopyranoside, IsopropylRefChem:389084

물성

구조 계산 물성보충 중

XLogP
-0.5
극성 표면적
115 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
6
회전 가능 결합 수
3
무거운 원자 수
15
형식 전하
0
복잡도
201

실험 및 물리화학적 성질

Chemical ClassesOther Uses -> Biochemical Research
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionWhite solid with an odor of sulfur; [Promega MSDS]

물리화학적 성질

녹는점
105 °C · 105 °C
끓는 점
350.9 °C · 350.9°C (rough estimate)
밀도
1.3329 · 1.3329 (rough estimate)
굴절률
1.506 · 1.5060 (estimate)
저장 조건
2 · 2-8°C
용해도
물이나 메탄올에 용해됩니다.
물리적 상태
결정성 분말
산도 계수 (pKa)
13 · 13.00±0.70(Predicted)
색상
하얀색
수소이온지수(pH)
5 · 5-7 (50g/L)
생물학적 소스
synthetic
수용성
녹는
Merck
14 · 14,5082
BRN
4631 · 4631

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

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.

유해성 정보

Regulatory Information · 2건

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

Hazards SummaryAn eye irritant; Harmful by ingestion; May cause liver and kidney injury; [Promega MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (12%)

안전 데이터

wgk
3
tsca
TSCA listed
HS 번호
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
기존화학 물질
KE-21745
F 고인화성물질
10
스토리지 클래스
11 - Combustible Solids

화학 및 산업

용도 및 제조

UsesUsed to induce protein synthesis and to detect lac gene activity; [Merck Index]
General Manufacturing Information.beta.-D-Galactopyranoside, 1-methylethyl 1-thio-: ACTIVE
응용 분야 · 3건

개요IPTG (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.

용도Isopropyl-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.

일반 설명Inducer 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.

제조 방법 · 1건

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.

관련 반응

66건
반응 기록 만들기
HRID 2685 반응식
HRID 2685반응물로uspto-grants-1998_03
HRID 215703 반응식
HRID 215703반응물로uspto-grants-2012_06
HRID 330728 반응식
HRID 330728반응물로uspto-grants-2014_11
HRID 341728 반응식
HRID 341728생성물로uspto-grants-1999_01
HRID 363711 반응식
HRID 363711생성물로uspto-grants-1999_02
HRID 383217 반응식
HRID 383217반응물로uspto-grants-2013_02
HRID 399376 반응식
HRID 399376반응물로uspto-grants-1998_10
HRID 399377 반응식
HRID 399377반응물로uspto-grants-1998_10
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데이터베이스 식별자

CAS
367-93-1
PubChem CID
656894
DTXSID
DTXSID6041052
ChEMBL
CHEMBL1233651
ChEBI
CHEBI:61448
UNII
X73VV2246B
EC Number
206-703-0
Nikkaji
J193.883E
안정성
안정적인. 강한 산화제와 호환되지 않습니다.
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
EPA
Isopropyl .beta.- thiogalactoside (367-93-1)

화학적 성질

White crystalline powder

상·하류 제품 정보

상류 원료

D-Galactopyranose pentaacetateD-(+)-GALACTOSE.beta.-D-갈락토피라노스(2R,3S,4S,5R,6S)-2-(Acetoxymethyl)-6-(isopropylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate2-프로판티올beta-D-Galactose pentaacetate메틸알콜메틸산 나트륨

하류 제품

사르사사포게닌3-O-β-D-갈락토피라노시드

추가 설명

정의ChEBI: Isopropyl beta-D-thiogalactopyranoside is an S-glycosyl compound consisting of beta-D-1-thiogalactose having an isopropyl group attached to the anomeric sulfur.