D,L-β-methylenenorvaline | 66277-23-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: D,L-β-methylenenorvaline
• 英文别名: 2-Amino-3-methylenpentansaeure；β-Methylen-DL-norvalin；2-Amino-3-methylenepentanoic acid；2-amino-3-methylidenepentanoic acid
• CAS: 66277-23-4
• 化学式: C₆H₁₁NO₂
• mdl: MFCD19204630
• 分子量: 129.159
• InChiKey: SBTLHKXSISNXTP-UHFFFAOYSA-N

物化性质

• 沸点：
  261.2±28.0 °C(Predicted)
• 密度：
  1.066±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  D,L-β-methylenenorvaline 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 生成 isoleucine
  参考文献：
  名称：

  Biosynthesis of β-methylenenorvaline (2-amino-3-ethyl-3-butenoic acid) in philadelphus

  摘要：

  DOI：

  10.1016/s0031-9422(00)81821-x
• 作为产物：
  描述：

  5-Aethyl-5-chlormethyl-2-oxazolin-4-carbonsaeure-aethylester 在 盐酸 、 methyloxirane 、 锌 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 D,L-β-methylenenorvaline
  参考文献：
  名称：

  �ber einen neuartigen synthetischen Zugang zu ?,?-unges�ttigten ?-Aminocarbons�uren

  摘要：

  A New Synthetic Route to β,α‐Unsaturated α‐Amino AcidsA versatile new synthetic pathway for the preparation of βγ‐unsaturated α‐amino acids (1) is presented. Cu(I)‐catalyzed addition of ethyl isocyanoacetate (2) to α‐chloro carbonyl compounds (3) gives 5‐chloroalkyl‐2‐oxazolin‐4‐carboxylates (4) in high yields. A reductive elimination on 4 by means of zinc yields the N‐formyl derivatives of βγ‐unsaturated α‐amino carboxylates (5), which on acid hydrolysis lead to the free amino acids 1. The five different βγ‐dehydro‐α‐amono acids 1b‐1f have been prepared by this method.

  DOI：

  10.1002/hlca.19810640734

文献信息

• Overexpression of aminoacyl-tRNA synthetases for efficient production of engineered proteins containing amino acid analogues
  申请人：——

  公开号：US20020042097A1

  公开（公告）日：2002-04-11

  Methods for producing modified polypeptides containing amino acid analogues are disclosed. The invention further provides purified dihydrofolate reductase polypeptides, produced by the methods of the invention, in which the methionine residues have been replaced with homoallyglycine, homoproparglycine, norvaline, norleucine, cis-crotylglycine, trans-crotylglycine, 2-aminoheptanoic acid, 2-butynylglycine and allylglycine.

  本发明揭示了制备含有氨基酸类似物的修饰多肽的方法。本发明进一步提供了通过本发明的方法生产的纯化的二氢叶酸还原酶多肽，其中甲硫氨酸残基已被替换为同烯基甘氨酸、同丙炔基甘氨酸、正异戊氨酸、正异癸氨酸、顺-十四烷基甘氨酸、反-十四烷基甘氨酸、2-氨基庚酸、2-丁炔基甘氨酸和烯丙基甘氨酸。
• Amino alcohol derivatives
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20040132784A1

  公开（公告）日：2004-07-08

  Compounds of formula (I) which exhibit excellent immune suppression activity, pharmacologically acceptable salts thereof, esters thereof or other derivatives: 1 wherein R 1 and R 2 are a hydrogen atom, an amino protecting group; R 3 is a hydrogen atom, a hydroxy protecting group; R 4 is a lower alkyl group; n is an integer from 1 to 6; X is an ethylene group; Y is a C 1 -C 10 alkylene group, a C 1 -C 10 alkylene group substituted with 1 to 3 substituents selected from substituent group a and b; R 5 is an aryl group; R 6 and R 7 are a hydrogen atom, a group selected from substituent group a; with the proviso when R 5 is a hydrogen atom, Y is not a single bond or a straight chain C 1 -C 10 alkylene group.

  化学式为（I）的化合物表现出出色的免疫抑制活性，其药理学上可接受的盐，酯或其他衍生物：1其中，R1和R2是氢原子，氨基保护基; R3是氢原子，羟基保护基; R4是较低的烷基; n是1至6的整数; X是乙烯基; Y是C1-C10烷基，带有1至3个取代基a和b的C1-C10烷基; R5是芳基; R6和R7是氢原子，来自取代基a的群; 前提是当R5是氢原子时，Y不是单键或直链C1-C10烷基。
• OVEREXPRESSION OF AMINOACYL-tRNA SYNTHETASES FOR EFFICIENT PRODUCTION OF ENGINEERED PROTEINS CONTAINING AMINO ACID ANALOGUES
  申请人：Tirrell David A.

  公开号：US20080160609A1

  公开（公告）日：2008-07-03

  Methods for producing modified polypeptides containing amino acid analogues are disclosed. The invention further provides purified dihydrofolate reductase polypeptides, produced by the methods of the invention, in which the methionine residues have been replaced with homoallylglycine, homoproparglycine, norvaline, norleucine, cis-crotylglycine, trans-crotylglycine, 2-aminoheptanoic acid, 2-butynylglycine and allylglycine.

  本发明揭示了一种生产含有氨基酸类似物的改性多肽的方法。本发明进一步提供了经本发明方法生产的纯化的脱氢叶酸还原酶多肽，其中甲硫氨酸残基已被替换为同丙烯基甘氨酸，同丙炔基甘氨酸，正戊氨酸，正亮氨酸，顺-十四烯基甘氨酸，反-十四烯基甘氨酸，2-氨基庚酸，2-丁炔基甘氨酸和丙烯基甘氨酸。
• Novel complex amido and imido derivatives of carboxyalkyl peptides and thioethers and ethers of peptides
  申请人：Ryan, James Walter

  公开号：EP0073143A2

  公开（公告）日：1983-03-02

  Novel inhibitors of angiotensin converting enzyme are disclosed which have the general formula wherein R, and/or R3 form complex amides and imides thereof, X = S, O or NR3, R4 and Rs form with -N-C- a 4-6 membered ring structure as described and the other R substituents are selected from a variety of disclosed groups.

  已公开的新型血管紧张素转换酶抑制剂具有通式 其中 R 和/或 R3 形成其复合酰胺和亚胺，X = S、O 或 NR3，R4 和 Rs 与 -N-C- 形成所述的 4-6 分子环结构，其他 R 取代基选自各种已公开的基团。
• Methods for producing polypeptide-tagged collections and capture systems containing the tagged polypeptides
  申请人：——

  公开号：US20040209282A1

  公开（公告）日：2004-10-21

  Methods for evenly distributing tags on collections of molecules are provided. Also provided are assay methods that employ the tagged collections.

  提供了在分子集合上均匀分布标记的方法。此外，还提供了使用标记集合的检测方法。