THPAl | 474713-63-8

• 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: THPAl
• 英文别名: Alanine Katti Peptide；(2S,2'S,2''S)-2,2',2''-((Phosphinetriyltris(methylene))tris(azanediyl))tripropanoic acid；(2S)-2-[bis[[[(1S)-1-carboxyethyl]amino]methyl]phosphanylmethylamino]propanoic acid
• CAS: 474713-63-8
• 化学式: C₁₂H₂₄N₃O₆P
• 分子量: 337.313
• InChiKey: FRGQXBOLXHYEHJ-CIUDSAMLSA-N

物化性质

• 沸点：
  553.4±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -7.9
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  148
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  L-丙氨酸 、 三(羟基甲基)磷化氢 以 水 为溶剂， 反应 1.0h， 以90%的产率得到THPAl
  参考文献：
  名称：

  Characterization of Supramolecular (H₂O)₁₈ Water Morphology and Water-Methanol (H₂O)₁₅(CH₃OH)₃ Clusters in a Novel Phosphorus Functionalized Trimeric Amino Acid Host

  摘要：

  Phosphorus functionalized trimeric alanine compounds (L)- and (D)-P(CH2NHCH(CH3)COOH)(3) 2 are prepared in 90% yields by the Mannich reaction of Tris(hydroxyme'thyl)phosphine 1 with (L)- or (D)Alanine in aqueous media. The hydration properties of (L)-2 and (D)-2 in water and water-methanol mixtures are described. The crystal structure analysis Of (L)-2.4H(2)O, reveals that the alanine molecules pack to form two-dimensional bilayers running parallel to (001). The layered structural motif depicts two closely packed monolayers of 2 each oriented with its phosphorus atoms projected at the center of the bilayer and adjacent monolayers; are held together by hydrogen bonds between amine and carboxylate groups. The water bilayers are juxtaposed with the H-bonded alanine trimers leading to 18-membered (H2O)(18) water rings. Exposure of aqueous solution Of (L)-2 and (D)-2 to methanol vapors resulted in closely packed (L)-2 and (D)-2 solvated with mixed water-methanol (H2O)(15)(CH3OH)(3) clusters. The O-O distances in the mixed methanol-water clusters Of (L)-2.3H(2)O.CH3OH and (D)-2.3H(2)O.CH3OH (O-O(average) = 2.857 Angstrom) are nearly identical to the O-O distance observed in the supramolecular (H2O)(18) water structure (O-O(average) = 2.859 Angstrom) implying the retention of the hydrogen bonded structure in water despite the accommodation of hydrophobic methanol groups within the supramolecular (H2O)(15)(CH3OH)(3) framework. The O-O distances in (L)-2.3H(2)O.CH3OH and (D)-2.3H(2)O.CH3OH and in (H2O)(18) are very close to the O-O distance reported for liquid water (2.85 Angstrom).

  DOI：

  10.1021/ja034682c

文献信息

• [EN] SYNTHESIS OF AMINOACID CONJUGATE OF TRIS(HYDROXYMETHYL)PHOSPHINE AND NANOPARTICLE COMPOSITION THEREOF<br/>[FR] SYNTHÈSE DE CONJUGUÉ D'ACIDES AMINÉS DE TRIS(HYDROXYMÉTHYL)PHOSPHINE ET COMPOSITION DE NANOPARTICULES
  申请人：DHANVANTARI NANO AYUSHADI PVT LTD

  公开号：WO2021245707A1

  公开（公告）日：2021-12-09

  The invention relates to a method of synthesis of trimeric amino acid conjugate of Tris(hydroxymethyl)Phosphine (THP). The present invention further relates to a one pot synthesis of the Novel amino acid conjugate of THP. It further relates to the metal nanoparticles stabilized by biopolymer, preferably silver nanoparticles prepared by reduction of silver salt with amino acid-conjugate of THP as reducing agent to yield Silver nanoparticles of the amino acid, wherein the amino acids preferably are Alanine and Arginine. Additionally the invention relates to silver nanoparticles stabilized by the biopolymer as antimicrobial agent. Formula (3).

  本发明涉及一种合成三聚氨基酸共轭物Tris（羟甲基）磷的方法。本发明还涉及一种新型氨基酸共轭物THP的一锅法合成。它还涉及到由生物聚合物稳定的金属纳米颗粒，优选为用THP的氨基酸共轭物作还原剂还原银盐制备的银纳米颗粒，其中氨基酸优选为丙氨酸和精氨酸。此外，本发明还涉及由生物聚合物稳定的银纳米颗粒作为抗微生物剂。化学式（3）。
• New Phosphorus Chemistry Leads to Unnatural Aminoacid Trimers
  作者：Kattesh V. Katti、Raghuraman Kannan、Kavita K. Katti、Nagavarakishore Pillarsetty、Charles L. Barnes

  DOI：10.1080/10426500212214

  日期：2002.6.1

  Unnatural or modified amino acids have become important biochemical vectors because of their potential utility in diagnostic or therapeutic medicine. Our ongoing research in hydroxymethyl phosphine chemistry has provided unique reaction pathways to produce unnatural aminoacid. The reaction of tris(hydroxymethyl)phosphine (THP) with chiral aminoacid L-alanine produced trimeric alanine in excellent yields. The X-ray crystal structure of 1 shows an unusual layered structure with water molecules sandwiched between the layers. Implications of this new chemistry in such emerging areas as chiral technology and drug discovery will be presented.
• [EN] SYNTHESIS OF AMINOACID CONJUGATE OF TRIS(HYDROXYMETHYL)PHOSPHINE AND NANOPARTICLE COMPOSITION THEREOF<br/>[FR] SYNTHÈSE DE CONJUGUÉ D'ACIDES AMINÉS DE TRIS(HYDROXYMÉTHYL)PHOSPHINE ET COMPOSITION DE NANOPARTICULES ASSOCIÉE
  申请人：[en]DHANVANTARI NANO AYUSHADI PVT. LTD.

  公开号：WO2022185339A1

  公开（公告）日：2022-09-09

  The invention relates to a method of synthesis of trimeric amino acid conjugate of Tris(hydroxymethyl)Phosphine (THP). The present invention further relates to a one pot synthesis of the Novel amino acid conjugate of THP. It further relates to the metal nanoparticles stabilized by biopolymer, preferably silver nanoparticles prepared by reduction of silver salt with amino acid-conjugate of THP as reducing agent to yield Silver nanoparticles of the amino acid, wherein the amino acids preferably are Alanine and Arginine. Additionally the invention relates to silver nanoparticles stabilized by the biopolymer as antimicrobial agent.
• Characterization of Supramolecular (H₂O)₁₈ Water Morphology and Water-Methanol (H₂O)₁₅(CH₃OH)₃ Clusters in a Novel Phosphorus Functionalized Trimeric Amino Acid Host
  作者：Kannan Raghuraman、Kavita K. Katti、Leonard J. Barbour、Nagavarakishore Pillarsetty、Charles L. Barnes、Kattesh V. Katti

  DOI：10.1021/ja034682c

  日期：2003.6.1

  Phosphorus functionalized trimeric alanine compounds (L)- and (D)-P(CH2NHCH(CH3)COOH)(3) 2 are prepared in 90% yields by the Mannich reaction of Tris(hydroxyme'thyl)phosphine 1 with (L)- or (D)Alanine in aqueous media. The hydration properties of (L)-2 and (D)-2 in water and water-methanol mixtures are described. The crystal structure analysis Of (L)-2.4H(2)O, reveals that the alanine molecules pack to form two-dimensional bilayers running parallel to (001). The layered structural motif depicts two closely packed monolayers of 2 each oriented with its phosphorus atoms projected at the center of the bilayer and adjacent monolayers; are held together by hydrogen bonds between amine and carboxylate groups. The water bilayers are juxtaposed with the H-bonded alanine trimers leading to 18-membered (H2O)(18) water rings. Exposure of aqueous solution Of (L)-2 and (D)-2 to methanol vapors resulted in closely packed (L)-2 and (D)-2 solvated with mixed water-methanol (H2O)(15)(CH3OH)(3) clusters. The O-O distances in the mixed methanol-water clusters Of (L)-2.3H(2)O.CH3OH and (D)-2.3H(2)O.CH3OH (O-O(average) = 2.857 Angstrom) are nearly identical to the O-O distance observed in the supramolecular (H2O)(18) water structure (O-O(average) = 2.859 Angstrom) implying the retention of the hydrogen bonded structure in water despite the accommodation of hydrophobic methanol groups within the supramolecular (H2O)(15)(CH3OH)(3) framework. The O-O distances in (L)-2.3H(2)O.CH3OH and (D)-2.3H(2)O.CH3OH and in (H2O)(18) are very close to the O-O distance reported for liquid water (2.85 Angstrom).