383187-82-4 Usage
Description
N-(1S,2S,3R)-1-[(alpha-D-galactopyranosyloxy)methyl]-2,3-dihydroxyoctyltetracosanamide, also known as OCH, is a sphingosine truncated analog of α-GalCer. It is a glycophytoceramide with a unique structure, comprising (2S,3S,4R)-2-aminononane-1,3,4-triol, an alpha-D-galactopyranosyl residue at the O-1 position, and a tetracosanoyl group attached to the nitrogen. This complex structure endows OCH with specific biological activities and potential applications in various fields.
Uses
1. Used in Pharmaceutical Applications:
OCH is used as an immunomodulatory agent for stimulating natural killer T (NKT) cells to produce Th2 cytokines. This activity is crucial in preventing autoimmune diseases such as diabetes and rheumatoid arthritis. By modulating the immune system, OCH can help maintain a balance between pro-inflammatory and anti-inflammatory responses, thus reducing the risk and severity of these conditions.
2. Used in Drug Delivery Systems:
Similar to gallotannin, OCH can also be incorporated into drug delivery systems to enhance its bioavailability and therapeutic outcomes. Various organic and metallic nanoparticles can be employed as carriers for OCH, allowing for targeted delivery to specific cells or tissues. This approach can improve the efficacy of OCH in treating autoimmune diseases and potentially other conditions.
3. Used in Research and Development:
OCH's unique structure and biological activities make it an interesting candidate for further research and development. Scientists can explore its potential applications in various fields, such as immunology, pharmacology, and cell biology. Additionally, understanding the mechanisms of action of OCH can provide valuable insights into the development of new therapeutic strategies for autoimmune diseases and other conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 383187-82-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,8,3,1,8 and 7 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 383187-82:
(8*3)+(7*8)+(6*3)+(5*1)+(4*8)+(3*7)+(2*8)+(1*2)=174
174 % 10 = 4
So 383187-82-4 is a valid CAS Registry Number.
383187-82-4Relevant articles and documents
RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 with a sulfonamide linkage: Their synthesis and bioactivity for mouse natural killer T cells to produce Th2-biased cytokines
Tashiro, Takuya,Hongo, Naomi,Nakagawa, Ryusuke,Seino, Ken-ichiro,Watarai, Hiroshi,Ishii, Yasuyuki,Taniguchi, Masaru,Mori, Kenji
, p. 8896 - 8906 (2008/12/23)
RCAI-17, 22, 24-26, 29, 31, 34-36, 38-40, and 88, the analogs of KRN7000 (1) with a sulfonamide linkage instead of an amide bond, were synthesized to examine their bioactivity for mouse natural killer (NK) T cells. RCAI-17, 22, 24-26, 29, 31, 34-36, and 8
Novel synthesis of α-galactosyl-ceramides and confirmation of their powerful NKT cell agonist activity
Lee, Adrianne,Farrand, Kathryn J.,Dickgreber, Nina,Hayman, Colin M.,Juers, Stefan,Hermans, Ian F.,Painter, Gavin F.
, p. 2785 - 2798 (2007/10/03)
α-Galactosyl-ceramide (1) has been identified as a powerful modulator of immunological processes through its capacity to bind CD1d molecules and specifically activate invariant natural killer (NK)-like T cells (iNKT cells). This paper describes the synthe
Total synthesis of an immunosuppressive glycolipid, (2S,3S,4R)-1-O- (α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol
Murata, Kenji,Toba, Tetsuya,Nakanishi, Kyoko,Takahashi, Bitoku,Yamamura, Takashi,Miyake, Sachiko,Annoura, Hirokazu
, p. 2398 - 2401 (2007/10/03)
(Chemical Equation Presented) A practical and efficient total synthesis of (2S,3S,4R)-1-O-(α-D-galactosyl)-2-tetracosanoylamino-1,3,4-nonanetriol, OCH 1b, a potential therapeutic candidate for Th1-mediated autoimmune diseases, is described. The synthesis
