D-Tryptophan D-色氨酸

CAS 153-94-6 MFCD00005647

化学结构图

153-94-6
SMILES: N[C@H](Cc1c[nH]c2ccccc12)C(=O)O

化学属性

Mol. FormulaC11H12N2O2
Mol. Weight204.23
Density1.362
Melting Point282-285°C
TSCAYes
Appearance (大鼠,腹腔) 4289 mg/kg。 D 20 白色片状结晶,味甜;溶于热乙醇,碱溶液和水,不溶于氯仿,水溶液呈弱酸性;mp为281-282℃,分解点为289℃;比旋光度[α] -2.8°(0.5-2.0 gm/ml,1mol/L HCl),LD +33.7°(0.5-2.0 mg/ml,H2O), [α] 50 23
Solubility11 g/L (20 °C)
Refractive index31 ° (C=1, H2O)
Boiling Point447.9°C at 760 mmHg

别名和识别编码

Chemical NameD-Tryptophan
CAS Number153-94-6
Alfabeta NameTRYPTOPHAN D-
MDL NumberMFCD00005647
EC Number205-819-9
Beilstein Registry Number86198
Synonym H-D-Trp-OH {LY} H-D-Trp-OH {} {LY} H-D-Trp-OH {} {} {LY} H-D-Trp-OH {} {} {} {LY} H-D-Trp-OH {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} H-D-Trp-OH {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} H-D-Trp-OH
PubChem Substance ID9060
Reaxys-RN86198
Chemical Name TranslationD-色氨酸
Wiswesser Line NotationT56 BMJ D1YZVQ -D
LabNetwork Molecule IDLN00173482
InChIInChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1
Canonical SMILESO=C(O)[C@H](N)CC1=CNC2=CC=CC=C12
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分类

  • {SNA} Amino Acids & Derivatives, Chemical Biology, Chemical Synthesis, Neuroscience, Neurotransmission, Neurotransmitters, Other Serotonergics, Peptide Chemistry, Serotonergics, Tryptophan, 细胞信号转导和神经科学, 细胞生物学
  • {SNA} Amino Acid Derivatives, Bioactive Small Molecules, Cell Signaling and Neuroscience,
  • {Chemicalbook} 生物化学品: 生化试剂: 氨基酸及其衍生物
  • {SNA} Amino Acids & Derivatives, Chemical Biology, Chemical Synthesis, Neuroscience, Neurotransmission, Neurotransmitters, Others, Peptide Chemistry, Serotonergics, Tryptophan, 细胞信号转导和神经科学,

相关文献及参考

  • Beilstein:22(3/4)6765

安全信息

Warnings IRRITANT
Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P352
  • P304+P340
  • P305+P351+P338
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P332+P317
  • P337+P317
  • P362+P364
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
RTECSYN6129000
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage condition 2-8°C, protect from light, stored under nitrogen {LY} 2-8°C, protect from light, stored under nitrogen Store at RT. {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, protect
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 4289 mg/kg
TOXIC EFFECTS :
   Behavioral - altered sleep time (including change in righting reflex)
   Lungs, Thorax, or Respiration - dyspnea
   Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
   ABBIA4 Archives of Biochemistry and Biophysics.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802)  V.31-    1951-  Volume(issue)/page/year:
   64,319,1956

Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激

其他信息

  • Sigma Aldrich:153-94-6(sigmaaldrich)
  • 用途二:用于生化研究。
  • 为色氨酸的非天然异构体
  • 特性与作用:D-色氨酸作为一种非蛋白活性氨基酸,具有特殊的生理学性质,在食品饲料工业以及农业中可以作为非营养甜味剂、饲料添加剂、植物生长剂 ,在医药行业中,主要用于合成各种多肽,代替L-色氨酸延长肽类药物的半衰期并降低副作用,不致产生抗药性而成为酶抑制剂的重要合成前 体。能提高机体的免疫能力,延缓过敏性反应的发生。大多数多肽类抗生素能抗革兰氏阳性菌,也有的对革兰氏阴性菌如绿脓杆菌、分枝杆菌 、真菌、病菌、病菌和肿瘤细胞等有较好的抑制或杀灭作用。 用D-色氨酸合成半合成抗生素,其侧链对于其药理功能起着重要的作用,肽键很难被β-内酰酶作用,从而有较高的稳定性,而且有抗菌谱广, 毒性小,过敏性低,吸收快,血浓度高,药力持续时间长等。
  • 为非天然色氨酸的异构体
  • 参考质量标准:项目 标准 外观 白色或微黄色结晶性粉末 含量 99.0%~101.0% 比旋光度 [α]D20 +30.5°~+32.5° 透光率 ≥95.0% 酸度PH 5.5 ~ 6.4 干燥失重 ≤0.2% 灼烧残渣 ≤0.1% 氯化物[Cl-] ≤0.02% 硫酸盐[SO42-] ≤0.02% 铵盐[NH4+] ≤0.02% 重金属[Pb] ≤10ppm 铁盐[Fe] ≤10ppm 砷盐[As2O3] ≤1ppm 其他氨基酸 符合规定
  • 用途一:是重要的营养剂,医药上用作癞皮病的防治剂
  • Acros Organics:D-(+)一色氨酸 D(+)-Tryptophan, 99+%(153-94-6)
  • D-色氨酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xp620061 D-色氨酸;D-胰化蛋白氨基酸;D-2-氨基-3-吲哚基-1-丙酸;D-氨基吲哚丙酸;D-β-3-吲哚丙氨酸 10g 84元 2011/04/16 T0539 D-色氨酸 D-Tryptophan 25G 1260元 2011/04/16 T0539 D-色氨酸 D-Tryptophan 5G 422元
  • 概述:D-色氨酸(英文D(+)-Tryptophan)常温下为白色或类白色至微黄色的结晶性粉末,无臭或微臭,味稍甜。水中溶解度1.14克(25℃),溶于稀酸和 稀碱,在碱中稳定,强酸中分解,微溶于乙醇,不溶于氯仿、乙醚,对人和动物的生长发育、新陈代谢起重要的作用,被称为第二必需氨基酸 ,与L-型的物理化学性质几乎完全相同,仅旋光性相反,但它们的分布、功能及辅酶具有多样性,熔点很高,一般在200度以上,能溶于水,在 近紫外光区域有吸收光的能力。
  • Alfa Aesar:D-色氨酸,99% D-Tryptophan, 99%(153-94-6)
  • TCI Shanghai:D-色氨酸 D-Tryptophan,>;98.0%(LC)(T)(153-94-6)
  • 上游原料:DL-色氨酸 --> 氯乙酸酐
  • 方法一:以DL-色氨酸为原料,冷却状态下加入氯乙酸酐反应,经硫酸酸化后在冰水中研磨,过滤后水中重结晶,最后用胰羧肽酶处理,除去L-型,乙酸酸化、乙醇重结晶精制而得。
  • MSDS 信息:(R)-2-Amino-3-(3-indolyl)propionic acid(153-94-6).msds
  • 比旋光度:31.5 ° (c=1, H2O 24 °C)
  • F:8
  • MOL 文件:153-94-6.mol
  • 图谱信息:D-色氨酸(153-94-6)红外图谱(IR2) D-色氨酸(153-94-6)红外图谱(IR1)

系列性分类


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