CAS 63-91-2 MFCD00064227-Phenylalanine L-苯丙氨酸 TAO{mole}

Phenylalanine L-苯丙氨酸

CAS 63-91-2 MFCD00064227

化学结构图

SMILES: N[C@@H](Cc1ccccc1)C(=O)O

化学属性

Mol. Formula	C9H11NO2
Mol. Weight	165.19
Density	1.29
Melting Point	270-275°C
TSCA	Yes
Solubility	14.11 G/L (25 ºC)
Stability	对光敏感
Appearance	必需氨基酸之一。其生理作用与酪氨酸有关。可影响甲状腺激素和毛发、皮肤的黑色素。D-型与L-型的生理效果相同。最低需要量(mg/kg?d)：成人男子31；幼儿169。无色至白色片状晶体或白色结晶性粉末。略有特殊气味和苦味。约于283℃熔化并分解。10%水溶液的pH值为5.4～6.0。在受热、光照、空气中稳定。与葡萄糖一起加热则着色。碱性下不稳定。溶于水(3g/100ml，25℃)。难溶于乙醇、稀无机酸和碱性溶液。 powder
Refractive index	-34 ° (C=2, H2O)
Boiling Point	307.5°C at 760 mmHg

别名和识别编码

Chemical Name	L-Phenylalanine
CAS Number	63-91-2
Alfabeta Name	PHENYLALANINE L-
MDL Number	MFCD00064227
Synonym	L-Phenylalanine {LY} L-Phenylalanine Phenylalanine Phenylalanine, L Isomer Phenylalanine, L-Isomer {} {LY} L-Phenylalanine {} {} {LY} L-Phenylalanine {} {} {} {LY} L-Phenylalanine {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {} {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} L-Phenylalanine {} {} {} {} {} {} {} {} {} {} {}
EC Number	200-568-1
Beilstein Registry Number	1910408
PubChem Substance ID	6140
Merck Number	7271
Chemical Name Translation	L-苯丙氨酸
Reaxys-RN	1910408
Wiswesser Line Notation	QVYZ1R -L
LabNetwork Molecule ID	LN00173955
InChI	InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1
Canonical SMILES	N[C@@H](CC1=CC=CC=C1)C(O)=O

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分类

{SNA} Amino Acids, Amino acids, Biochemicals and Reagents, Functional Foods, Nutrition Research, Pharmacopoeia, Pharmacopoeia A-Z, Pharmacopoeial Amino Acids
{SNA} Allium cepa (Onion), Allium sativum (Garlic), Aloe Vera, Amino Acid Library, Amino Acids, Amino Acids & Derivatives, Amino Acids & Vitamins, Amino Acids and Vitamins, Amino acids, Chemical Biology, Chemical Synthesis, Cichorium intybus (Chicory), Core Bioreagents, Functional Foods, Ginkgo biloba, Humulus lupulus (Hops), Life Science Reagents for Cell
{SNA} Allium cepa (Onion),

产品应用

生化研究。配置培养基。营养学研究。

安全信息

Warnings IRRITANT

Signal word Warning

GHS Symbol

WGK Germany1

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。
P304+P340
P305+P351+P338
P319
P337+P313
P337+P317
P403+P233
P405 Store locked up. 上锁保管。
P501 Dispose of contents/container to..… 处理内容物/容器.....

Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

RTECSAY7535000

Storage condition 2-8°C {LY} 2-8°C Store at RT. {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 5287 mg/kg
TOXIC EFFECTS :
   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:
   58,253,1955

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >1322 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   YKKZAJ Yakugaku Zasshi.  Journal of Pharmacy.  (Nippon Yakugakkai, 2-12-15
   Shibuya, Shibuya-ku, Tokyo 150, Japan)  No.1-    1881-
   Volume(issue)/page/year: 97,1117,1977

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 10 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 280,279,1992

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Escherichia coli
DOSE/DURATION           : 2 mmol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 161,113,1986

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 30 gm/kg
SEX/DURATION            : female 10-14 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
   Reproductive - Effects on Newborn - behavioral
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 36,470,1987

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 220 gm/kg
SEX/DURATION            : male 2 week(s) pre-mating
                          female 2 week(s) pre-mating  - 3 week(s) post-birth
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - weaning or lactation index (e.g., #
   alive at weaning per # alive at day 4)
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
REFERENCE :
   NETOD7 Neurobehavioral Toxicology.  (Fayetteville, NY)  V.1-2, 1979-80. For
   publisher information, see NTOTDY.  Volume(issue)/page/year: 1,79,1979

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - ra

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 30 mg/kg
SEX/DURATION            : female 3 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Maternal Effects - uterus, cervix, vagina
REFERENCE :
   BIRSB5 Biology of Reproduction, Supplement.  (Champaign, IL)  No.1-4,
   1969-71(?).   Discontinued. For publisher information, see BIREBV.
   Volume(issue)/page/year: 20(Suppl 1),133A,1979

Hazard statements

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

下游产品:DL-色氨酸 --> DL-苯丙氨酸 --> 阿斯巴甜 --> [MET5]脑啡肽 --> BOC-L-苯丙氨酸 --> BOC-D-苯丙氨酸
方法三:脱脂大豆用盐酸水解后，除去酸性氨基酸，用活性炭或脱色树脂吸附苯丙氨酸、酪氨酸和色素后，溶出苯丙氨酸，分离而得。从水解液分离时也可采取先形成难溶于水的2，5-二溴苯磺酸盐，利用溶解度的差异，与亮氨酸、精氨酸等分离而得。
图谱信息:L-苯丙氨酸(63-91-2)质谱(MS) L-苯丙氨酸(63-91-2)核磁图( 13 CNMR) L-苯丙氨酸(63-91-2)红外图谱(IR2) L-苯丙氨酸(63-91-2)红外图谱(IR1) L-苯丙氨酸(63-91-2)Raman光谱 L-苯丙氨酸(63-91-2)核磁图( 1 HNMR)
Alfa Aesar:L-苯基丙氨酸,99% L-Phenylalanine, 99%(63-91-2)
用途三:营养增补剂。必需氨基酸之一。在大多数食品的蛋白质中几乎非限制氨基酸。可添加于焙烤食品，除强化苯丙氨酸外，与糖类起氨基一羰基反应，可改善食品香味。也可用于配制氨基酸输液及综合氨基酸制剂。按我国GB 2760—86规定可用作香料。
在真空中升华。水中溶解度（g/L)：27 g/L (20°C)；极微溶于乙醇和甲
所属类别一:生物化学品: 生化试剂: 氨基酸及其衍生物
方法四:合成法制备苯丙氨酸的收率低，通常从天然产物中提取。将脱脂大豆用盐酸水解后，除去酸性氨基酸，用活性炭或脱色树脂吸附苯丙氨酸和酪氨酸。然后，用溶剂将苯丙氨酸溶出、分离。也可采用先把水解液中的苯丙氨酸转变为2,5-二溴苯磺酸盐，然后利用溶解度的差异，从亮氨酸、精氨酸等氨基酸中分离出来的方法。
FEMA:3585
比旋光度:-34.1 ° (c=2, water, dry basis)
方法二:L-苯丙氨酸的制备方法很多，有蛋白质水解提取法，直接发酵法，化学合成等。化学合成法有苯甲醛法和苯乙醛法。苯甲醛法以苯甲醛和乙酰甘氨酸作用生成乙酰氨基桂皮酸，然后催化加氢还原，得乙酰-DL-苯丙氨酸(Ac-DL-phe), 最后经氨基酰化酶水解，可拆分生成L-苯丙氨酸。利用氨基酰化酶的专一性，只水解Ac-L-phe的酰氨键，生成L-phe, 而不能水解Ac-D-phe的酰胺。然后根据L-phe和Ac-D-phe在水中的溶解度不同进行分离。而分离出的Ac-D-phe又可经消旋化生成Ac-DL-phe。再一次重复水解、分离。依次类推，可将Ac-DL-phe全部转化为L-phe。固定化氨基酰化酶的制备将DEAE-sephadexa-50放入去离子水中充分浸泡后，再依次用10倍量的0.5mol/L HCl和0.5mol/L NaOH溶液充分搅拌处理30min。然后用去离子水洗至中性，最后分别用0.1mol/L及0.01mol/L的pH=7.0的磷酸缓冲液处理1-2h, 滤干，备用。取经培养40-50h 的米麯扩大麯，用其6倍量的支离子水分2次提取，提取液用2mol/L的NaOH溶液调pH至6.7-7.0。然后按100L酶液和1kg湿DEAE-sephadex A-50的比例混合，于0-4℃搅拌吸附4-5h后，过滤取DEAE-sephadexA-50, 并分别用去离子水0.1mol/L NaAc溶液、0.01mol/L 的pH=7.0的磷酸缓冲液洗涤3-4次。过滤得固定化氨基酰化酶，加1%甲苯放入冷库中贮存备用。酶水解在1000L水解罐中，加入700L 0.1mol/L Ac-DL-phe钠盐溶液，再逐步加入6mol/L的HCl调溶液pH至6.7-7.0，再加入15-20kg固定化氨基酰化酶，维持50℃约4h进行酶选择性水解反应后，过滤取滤液，得酶水解液(含L-phe和Ac-D-phe混合液)。分离将酶水解液用6mol/L的HCl调pH至4.8-5.1, 减压浓缩至35L左右，并将其放置于0℃结晶过夜，过滤取结晶，用10L冷乙醇洗涤，于80℃烘干3-
用途五:生化研究。配置培养基。营养学研究。
毒性:LD 50 5287mg/kg(大鼠，腹腔注射)。可安全用于食品(FDA，§172．320，2000)。