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8.55117

Hydroxylamine Wang resin

Novabiochem®

Synonym(s):

Amino-oxy Wang resin

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5 g
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$190.00
25 g
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$750.00
100 g
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$2,940.00

About This Item

NACRES:
NA.22
UNSPSC Code:
12352116

$190.00


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Quality Level

product line

Novabiochem®

form

beads

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

storage temp.

2-8°C

General description

An excellent support for the preparation of peptide hydroxamic acids [1] by Fmoc SPPS. Acylation of the resin has been carried out using TBTU/DIPEA activation [1]. Alkylation of the resin-bound nitrogen has been effected using TMOF/DCE/AcOH for imine formation, followed by reduction with BH3-pyridine [2], by base-mediated alkylation of the N-Boc-protected hydroxylamine, followed by Boc removal with 20% TFA in DCM [3], or by Michael-addition [4]. Cleavage of hydroxamates from the resin has been effected with TFA/DCM/water (70:28:2) [1] or TFA/DCM (1:1) [2]. Hydroxylamine Wang resin has also been utilized to prepare tertiary amines by base-mediated elimination of the quaternized polymer-bound hydroxylamine [3, 5].

Associated Protocols and Technical Articles
Protocols for Loading of Peptide Synthesis Resins

Literature references

[1] C. D. Floyd, et al. (1996) Tetrahedron Lett., 37, 8045.
[2] D. E. Robinson & M. W. Holladay (2000) Org. Lett., 2, 2777.
[3] P. Blaney, et al. (2000) Tetrahedron Lett., 41, 6635.
[4] A. Volonterio, et al. (2002) Eur. J. Org. Chem., 428.
[5] P. Blaney, et al. (2000) Tetrahedron Lett., 41, 6639.

Analysis Note

Color (visual): white to yellow to beige
Appearance of substance (visual): beads
Loading (determined by elemental analysis of nitrogen): 1.5 - 2.5 mmol/g
Swelling Volume (in DMF): lot specific result
The polymer matrix is copoly (styrene - 1% DVB), 100 - 200 mesh.

Other Notes

Replaces: 01-64-0454

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

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This Item
8.55121136098.55074
reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

product line

Novabiochem®

product line

Novabiochem®

product line

-

product line

Novabiochem®

Quality Level

200

Quality Level

400

Quality Level

100

Quality Level

200

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

application(s)

peptide synthesis

form

beads

form

beads

form

solid

form

beads

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

-

storage temp.

2-30°C


Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable



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Global Trade Item Number

SKUGTIN
855117002504027269114626
855117010004027269114633
855117000504027269114619

Questions

1–2 of 2 Questions  
  1. What is the maximum temperature that this resin can withstand?

    1 answer
    1. The maximum temperature that this resin can withstand has not been determined. Upon reviewing available literature, one citation reports usage of Wang resin at 40–50°C. Please see the link below to review this publication:
      https://www.sciencedirect.com/topics/chemistry/wang-resin

      Helpful?

  2. Does this Wang resin have a Fmoc group on it? Do I need to remove it when I first use it? Thanks so much!

    1 answer
    1. This resin doesn't contain a Fmoc group but it can be added. Please refer to the following article, https://www.sigmaaldrich.com/US/en/technical-documents/technical-article/chemistry-and-synthesis/peptide-synthesis/peptide-resin-loading.

      Helpful?

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