D-赤型鞘氨醇(C17碱) | 32164-02-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: D-赤型鞘氨醇(C17碱)
• 英文名称: C17 sphinganine
• 英文别名: (2S,3R)-2-aminoheptadecane-1,3-diol
• CAS: 32164-02-6
• 化学式: C₁₇H₃₇NO₂
• 分子量: 287.486
• InChiKey: KFQUQCFJDMSIJF-DLBZAZTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  66.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (2S,3R)-2-(t-butoxycarbonylamino)-1,3-heptadecanediol 在 水 、 三氟乙酸 作用下， 反应 0.5h， 以98%的产率得到D-赤型鞘氨醇(C17碱)
  参考文献：
  名称：

  Straightforward Synthesis of Sphinganines via a Serine-derived Weinreb Amide

  摘要：

  Sphinganines can be synthesized in just three steps from easily prepared serine-derived Weinreb amide 4. Pre-deprotonation of the acidic (N-H and O-H) protons of 4 allows for its efficient conversion to amino ketones 5. Such ketones can be selectively reduced to either erythro- or threo-sphinganines. Partially protected sphinganines 11 are also readily accessible in five steps from 4. Thus, Weinreb amide 4 represents one of the most versatile templates described to date for sphinganine synthesis.

  DOI：

  10.1021/jo030355b

文献信息

• [EN] ARTIFICIALLY SYNTHESIZED SPHINGOSINE DERIVATIVE LIPOID MONOMER AND USE OF SAME FOR DELIVERING NUCLEIC ACID<br/>[FR] MONOMÈRE LIPOÏDE DÉRIVÉ DE SPHINGOSINE SYNTHÉTISÉ ARTIFICIELLEMENT ET SON UTILISATION POUR L'ADMINISTRATION D'ACIDE NUCLÉIQUE<br/>[ZH] 人工合成的鞘氨醇衍生物类脂质单体及其递送核酸的用途
  申请人：INST BASIC MEDICAL SCIENCES CAMS

  公开号：WO2019185038A1

  公开（公告）日：2019-10-03

  本发明提供了人工合成的鞘氨醇类脂质单体及其递送核酸的用途。具体地，本发明提供了使用式I化合物、其立体异构体或其药学上可接受的盐或包含式I的化合物、其立体异构体或其药学上可接受的盐的组合对细胞或受试者递送核酸的用途或方法，(I)
• METHODS AND ASSAYS FOR USE IN DIAGNOSIS OF LAMINITIS
  申请人：Pepsis Limited

  公开号：EP3773919A1

  公开（公告）日：2021-02-17
• LIPOPEPTIDE CONJUGATES COMPRISING SPHINGOLIPID AND HIV GP41 DERIVED PEPTIDES
  申请人：YEDA RESEARCH AND DEVELOPMENT CO., LTD.

  公开号：US20150045291A1

  公开（公告）日：2015-02-12

  The invention provides conjugates comprising a short isolated peptide coupled to a sphingolipid, the peptide comprising a sequence derived from the HIV-1 gp41. The sphingolipid-peptide conjugates are suitable for treatment of infections caused by human and non-human retroviruses, especially HIV.
• [EN] METHODS AND ASSAYS FOR USE IN DIAGNOSIS OF LAMINITIS<br/>[FR] PROCÉDÉS ET DOSAGES POUR UTILISATION DANS LE DIAGNOSTIC DE LA FOURBURE AIGUË
  申请人：PEPSIS LTD

  公开号：WO2019186141A1

  公开（公告）日：2019-10-03

  The invention concerns a method and assay for qualifying equine laminitis disease status in a subject by measuring specific biomarkers, comparing the level of said biomarker to a control level; and correlating the measurement with laminitis disease status, wherein a statistically relevant elevated level of said biomarker is present in said sample relative to said control level.The invention further relates to immuno-based methods and assays for detecting toxins relevant to laminitis and to the use of antibodies for assay and diagnostic purposes.
• Straightforward Synthesis of Sphinganines via a Serine-derived Weinreb Amide
  作者：Regina C. So、Rachel Ndonye、Douglas P. Izmirian、Stewart K. Richardson、Robyn L. Guerrera、Amy R. Howell

  DOI：10.1021/jo030355b

  日期：2004.4.1

  Sphinganines can be synthesized in just three steps from easily prepared serine-derived Weinreb amide 4. Pre-deprotonation of the acidic (N-H and O-H) protons of 4 allows for its efficient conversion to amino ketones 5. Such ketones can be selectively reduced to either erythro- or threo-sphinganines. Partially protected sphinganines 11 are also readily accessible in five steps from 4. Thus, Weinreb amide 4 represents one of the most versatile templates described to date for sphinganine synthesis.