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56-89-3 分子结构
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(2R)-2-amino-3-{[(2R)-2-amino-2-carboxyethyl]disulfanyl}propanoic acid

ChemBase编号:24
分子式:C6H12N2O4S2
平均质量:240.30048
单一同位素质量:240.02384887
SMILES和InChIs

SMILES:
S(SC[C@H](N)C(=O)O)C[C@H](N)C(=O)O
Canonical SMILES:
N[C@H](C(=O)O)CSSC[C@@H](C(=O)O)N
InChI:
InChI=1S/C6H12N2O4S2/c7-3(5(9)10)1-13-14-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)/t3-,4-/m0/s1
InChIKey:
LEVWYRKDKASIDU-IMJSIDKUSA-N

引用这个纪录

CBID:24 http://www.chembase.cn/molecule-24.html

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名称和登记号

名称和登记号

名称 登记号
IUPAC标准名
(2R)-2-amino-3-{[(2R)-2-amino-2-carboxyethyl]disulfanyl}propanoic acid
IUPAC传统名
L-cystine
别名
(R,R)-3,3′-二硫双(2-氨基丙酸)
L-胱氨酸
(-)-Cystine
Cysteine disulfide
Cystine acid
L-alpha-Diamino-beta-dithiolactic acid
L-Dicysteine
L-Cystine
Dicysteine
3,3'-Dithiobis (2-aminopropanoic acid)
Cystein disulfide
L-Cystine
3,3'-Dithiobis(2-aminopropanoic Acid)
Bis(β-amino-β-carboxyethyl) Disulfide
Cystine Αcid
3,3'-Dithiobis-L-Alanine
L-Cysteine Disulfide
L-Cystin
NSC 13203
Oxidized L-cysteine
[R-(R*,R*)]-3,3'-Dithiobis[2-aminopropanoic Acid]
l-Cystine
β,β'-Diamino-β,β'-dicarboxydiethyl Disulfide
β,β'-Dithiodialanine
H-(Cys)2-OH
(-)-3,3'-Dithiobis(2-aminopropionic acid)
(R,R)-3,3′-Dithiobis(2-aminopropionicacid)
CAS号
56-89-3
EC号
200-296-3
MDL号
MFCD00064228
Beilstein号
1728094
默克索引号
142782
PubChem SID
24893101
46506670
24892581
24858224
160963487
24892973
PubChem CID
67678
E编码
E921

理论计算性质

理论计算性质

JChem ALOGPS 2.1
Acid pKa 1.5564231  质子受体
质子供体 LogD (pH = 5.5) -5.897319 
LogD (pH = 7.4) -5.9155164  Log P -5.897688 
摩尔折射率 54.8718 cm3 极化性 22.177225 Å3
极化表面积 126.64 Å2 可自由旋转的化学键
里宾斯基五规则 true 
Log P -3.16  LOG S -1.16 
溶解度 1.68e+01 g/l 

分子性质

分子性质

理化性质 安全信息 产品相关信息 生物活性(PubChem)
溶解度
1 M HCl: soluble0.2 M at 20 °C, clear, colorless expand 查看数据来源
1 M HCl: soluble100 mg/mL expand 查看数据来源
Soluble expand 查看数据来源
外观
crystalline expand 查看数据来源
powder expand 查看数据来源
熔点
>240 °C (dec.)(lit.) expand 查看数据来源
>240°C dec. expand 查看数据来源
260 - 261°C expand 查看数据来源
密度
1.68 expand 查看数据来源
比旋光度
[α]20/D -217.8°, c = 1 in 1 M HCl expand 查看数据来源
[α]20/D -219±5°, c = 1% in 1 M HCl expand 查看数据来源
-219 (c=1 in 1N HCl) expand 查看数据来源
疏水性(logP)
-5.5 expand 查看数据来源
保存条件
Room Temperature (15-30°C) expand 查看数据来源
RTECS编号
HA2690000 expand 查看数据来源
MSDS下载
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
德国WGK号
3 expand 查看数据来源
TSCA收录
expand 查看数据来源
个人保护装置
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand 查看数据来源
纯度
≥98% (TLC) expand 查看数据来源
≥98.5% expand 查看数据来源
≥99.0% expand 查看数据来源
≥99.5% (T) expand 查看数据来源
97% expand 查看数据来源
98.5-101.0% expand 查看数据来源
99% expand 查看数据来源
级别
certified reference material expand 查看数据来源
EP expand 查看数据来源
SAJ special grade expand 查看数据来源
TraceCERT® expand 查看数据来源
质检报告
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
下载链接 expand 查看数据来源
适用性
meets EP testing specifications expand 查看数据来源
suitable for cell culture expand 查看数据来源
suitable for manufacturing use expand 查看数据来源
燃烧残渣
≤0.05% (as SO4) expand 查看数据来源
杂质
≤0.3% foreign amino acids expand 查看数据来源
endotoxin, tested expand 查看数据来源
insoluble matter, passes filter test expand 查看数据来源
痕量阳离子
Al: ≤5 mg/kg expand 查看数据来源
As: ≤0.1 mg/kg expand 查看数据来源
Ba: ≤5 mg/kg expand 查看数据来源
Bi: ≤5 mg/kg expand 查看数据来源
Ca: ≤10 mg/kg expand 查看数据来源
Cd: ≤5 mg/kg expand 查看数据来源
Co: ≤5 mg/kg expand 查看数据来源
Cr: ≤5 mg/kg expand 查看数据来源
Cu: ≤5 mg/kg expand 查看数据来源
Fe: ≤10 mg/kg expand 查看数据来源
K: ≤50 mg/kg expand 查看数据来源
Li: ≤5 mg/kg expand 查看数据来源
Mg: ≤5 mg/kg expand 查看数据来源
Mn: ≤5 mg/kg expand 查看数据来源
Mo: ≤5 mg/kg expand 查看数据来源
Na: ≤50 mg/kg expand 查看数据来源
Ni: ≤5 mg/kg expand 查看数据来源
Pb: ≤5 mg/kg expand 查看数据来源
Sr: ≤5 mg/kg expand 查看数据来源
Zn: ≤5 mg/kg expand 查看数据来源
痕量阴离子
chloride (Cl-): ≤500 mg/kg expand 查看数据来源
sulfate (SO42-): ≤100 mg/kg expand 查看数据来源
生物来源
from non-animal source expand 查看数据来源
干燥失重
≤0.05% loss on drying, 20 °C (HV) expand 查看数据来源
产品质量级别
GMP-COMPENDIA expand 查看数据来源
产品线
BioUltra expand 查看数据来源
abs.
absorption0.2M/316 nm, 1 M HCl cut-off expand 查看数据来源
线性分子式
[-SCH2CH(NH2)CO2H]2 expand 查看数据来源

详细说明

详细说明

DrugBank DrugBank Sigma Aldrich Sigma Aldrich MP Biomedicals MP Biomedicals TRC TRC
DrugBank -  DB00138 external link
Item Information
Drug Groups approved; nutraceutical
Description A covalently linked dimeric nonessential amino acid formed by the oxidation of cysteine. Two molecules of cysteine are joined together by a disulfide bridge to form cystine. [PubChem]
Indication It has been claimed that L-cysteine has anti-inflammatory properties, that it can protect against various toxins, and that it might be helpful in osteoarthritis and rheumatoid arthritis. More research will have to be done before L-cysteine can be indicated for any of these conditions. Research to date has mostly been in animal models.
Pharmacology L-Cystine is a covalently linked dimeric nonessential amino acid formed by the oxidation of cysteine. Two molecules of cysteine are joined together by a disulfide bridge to form cystine. Cystine is a chemical substance which naturally occurs as a deposit in the urine, and can form a calculus (hard mineral formation) when deposited in the kidney. The compound produced when two cysteine molecules linked by a disulfide (S-S) bond. Cystine is required for proper vitamin B6 utilization and is also helpful in the healing of burns and wounds, breaking down mucus deposits in illnesses such as bronchitis as well as cystic fibrosis. Cysteine also assists in the supply of insulin to the pancreas, which is needed for the assimilation of sugars and starches. It increases the level of glutathione in the lungs, liver, kidneys and bone marrow, and this may have an anti-aging effect on the body by reducing age-spots etc.
Toxicity With typical doses of 1 to 1.5 grams daily, the most commonly reported side effects have been gastrointestinal, such as nausea. There are rare reports of cystine renal stone formation, Single injections of L-cysteine (0.6-1.5 g/kg) into 4-day-old pups resulted in massive damage to cortical neurons, permanent retinal dystrophy, atrophy of the brain and hyperactivity.
Affected Organisms
Humans and other mammals
External Links
PDRhealth
Sigma Aldrich -  C8755 external link
包装
100, 500 g in poly bottle
Sigma Aldrich -  C5735 external link
包装
根据 cGMP 制造和包装
Sigma Aldrich -  C7602 external link
包装
10 mg in autosmp vl
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C7602.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C7602.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Sigma Aldrich -  C122009 external link
包装
2.5 g in glass bottle
Sigma Aldrich -  49603 external link
Analysis Note
该有证标准物质 (CRM) 根据 ISO/IEC 17025 和 ISO 指南 34 生产和认证。该有证标准物质可溯源到 NIST 标准参考物质。
General description
证书上给出了含不确定度的认证含量(定量 NMR 法测定)和有效期。 证书下载:http://www.sigma-aldrich.com。
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC
Sigma Aldrich -  30199 external link
Other Notes
Certain malignant cell lines require cystine or cysteine in the culture medium1; Growth requirement of various microorganisms2
MP Biomedicals -  02194649 external link
Cell Culture Reagent Purity: 99% White crystals
MP Biomedicals -  05202117 external link
MP Biomedicals Rare Chemical collection
MP Biomedicals -  02101454 external link
Purity: 99%
White crystals
Toronto Research Chemicals -  C997860 external link
L-Cystine is a non-essential amino acid for human development. L-Cystine is formed by the dimerization of two cysteines through the sulfur.

参考文献

参考文献

供应商提供 Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • Fahey, R.C., et al.: J. Mol. Evol., 10, 155 (1977)
  • Kao, P., et al.: J. Biol.Chem., 261, 8085 ( 1986), Nicke, A., et al.: J. Biol. Chem., 278, 3137 (1977)
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专利

专利

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