update and put routes responding error 500 - angularjs

Question

I'm having difficulty setting up put and delete roots in a project the get and post methods at the same url are working fine. Currently, I'm getting an error 500 and a degree of debugging makes me think that the error is in the $http call. For the put route
factory.update(question) is called:
o.update = function(question) {
console.log('update was called')
return $http.put('/questions', question).success(function(data){
o.questions.push(data);
});
};
Which should call the put route in the express routes file:
/*UPDATE question*/
router.put('/questions', function(req, res, next){
console.log('made it to index.js');
var question = req.body;
question.title = req.body.title;
question.type = req.body.type;
question.key = req.body.key;
question.options = req.body.options;
question.save(function(err){
if (err) {
return res.status(400).send({
message: getErrorMessage(err)
});
} else {
res.json(article);
}
});
});
For the delete route factory.remove(question) is called:
o.remove = function(question) {
return $http.delete('/questions', question).success(function(data){
o.questions.push(data);
});
}
Which should in turn call the delete route in the express routes file:
/*DELETE question*/
router.delete('/questions', function(req, res, next){
var question = req.body;
article.remove(function(err) {
if (err) {
return res.status(400).send({
message: getErrorMessage(err)
});
} else {
res.json(article);
}
});
});
It seems that in both cases the methods in the express routes file are never called which is strange because nearly identical $http requests work elsewhere in the code just fine. How do access my api?