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[ CAS No. 407-41-0 ] {[proInfo.proName]}

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Chemical Structure| 407-41-0
Chemical Structure| 407-41-0
Structure of 407-41-0 * Storage: {[proInfo.prStorage]}

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Product Citations

Product Citations

Hyung Shik Kim ; Elias A. Halabi ; Noah Enbergs , et al. DOI: PubMed ID:

Abstract: Rationale: constructs are commonly used for vaccination, immune stimulation, and gene therapy, but their use in cancer still remains limited. One of the reasons is that systemic delivery to tumor-associated antigen-presenting cells (dendritic cells and macrophages) is often inefficient, while off-target nucleic acid-sensing immune pathways can stimulate systemic immune responses. Conversely, certain carbohydrate nanoparticles with small molecule payloads have been shown to target these cells efficiently in the tumor microenvironment. Yet, incorporation into such carbohydrate-based nanoparticles has proven challenging. Methods: We developed a novel approach using cross-linked bis succinyl-cyclodextrin (b-s-CD) nanoparticles to efficiently deliver nucleic acids and small-molecule immune enhancer to phagocytic cells in tumor environments and lymph nodes. Our study involved incorporating these components into the nanoparticles and assessing their efficacy in activating antigen-presenting cells. Results: The multi-modality immune stimulators effectively activated antigen-presenting cells and promoted immunity in vivo. This was evidenced by enhanced delivery to phagocytic cells and subsequent immune response activation in tumor environments and lymph nodes. Conclusion: Here, we describe a new approach to incorporating both nucleic acids and small-molecule immune enhancers into cross-linked bis succinyl-cyclodextrin (b-s-CD) nanoparticles for efficient delivery to phagocytic cells in tumor environments and lymph nodes in vivo. These multi-modality immune stimulators can activate antigen-presenting cells and foster immunity. We argue that this strategy can potentially be used to enhance efficacy.

Keywords: delivery ; nanoparticles ; dendritic cells ; vaccine ; cancer ; lymph node

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Product Details of [ 407-41-0 ]

CAS No. :407-41-0 MDL No. :MFCD00065935
Formula : C3H8NO6P Boiling Point : -
Linear Structure Formula :H2PO4CH2CHNH2CO2H InChI Key :BZQFBWGGLXLEPQ-REOHCLBHSA-N
M.W : 185.07 Pubchem ID :68841
Synonyms :
O-Phospho-L-serine;L-Serine O-phosphate;Phosphoserine;Plasmenylserine;Dexfosfoserine;L-SOP
Chemical Name :H-Ser(PO3H2)-OH

Calculated chemistry of [ 407-41-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.67
Num. rotatable bonds : 4
Num. H-bond acceptors : 7.0
Num. H-bond donors : 4.0
Molar Refractivity : 33.09
TPSA : 139.89 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -10.63 cm/s

Lipophilicity

Log Po/w (iLOGP) : -0.76
Log Po/w (XLOGP3) : -4.51
Log Po/w (WLOGP) : -1.49
Log Po/w (MLOGP) : -4.84
Log Po/w (SILICOS-IT) : -1.89
Consensus Log Po/w : -2.7

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 1.0
Muegge : 3.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : 2.12
Solubility : 24300.0 mg/ml ; 131.0 mol/l
Class : Highly soluble
Log S (Ali) : 2.19
Solubility : 28700.0 mg/ml ; 155.0 mol/l
Class : Highly soluble
Log S (SILICOS-IT) : 2.04
Solubility : 20400.0 mg/ml ; 110.0 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.4

Safety of [ 407-41-0 ]

Signal Word:Danger Class:8
Precautionary Statements:P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P260-P264-P280-P305+P351+P338-P405-P501 UN#:3261
Hazard Statements:H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 407-41-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 407-41-0 ]

[ 407-41-0 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 407-41-0 ]
  • [ 108-98-5 ]
  • [ 34317-61-8 ]
Reference： [1] Chemistry Letters, 2017, vol. 46, # 12, p. 1789 - 1792
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